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

MOTIVATED SELLERS all offers considered! Smugglers Cove is keys living at its finest, nestled in the mangroves exuding privacy. This unique gated custom-built waterfront property is located on Bogie Channel with easy access to the Gulf & Atlantic. Offering split level living with legal ground level accommodations featuring stainless steel appliances, induction stove, a hammered copper farmhouse style sink, and a distinct 16 concrete countertop, custom bath with washer and dryer. The second floor is the master suite; with its own petite kitchen area, living room, office, bonus room, and separate washer and dryer. This is a dream property for fishing & lobster enthusiasts or nature lovers, you are surrounded by a wildlife sanctuary! Moor your boat up to the jetdock with seagate or out of the water onto the custom jetdock with kayak launch in your private 20ft deep boat basin/lagoon brimming with sea life. The owner is including 2 kayaks & Penn fishing poles. This stunning property features 2 private beaches, a 60ft pool, and a hot tub island which is encompassed by bamboo to allow absolute privacy. You will enjoy lush mature landscaping with automated irrigation to make upkeep easy. This property is equipped with state of the art security system, fully customizable solar lighting, a 6 fence, circular drive offering ample off street parking to accommodates all of your guests and has plenty of space for a RV and all of your toys! Life Is Great Behind The Gate! Workshop, bar, banquet, bbq area and greenhouse. 10% allotment to add on is also available, buyer to verify.

Indulge in the pinnacle of luxury at this stunning three-story Old Town Key West residence, a property that simply must be seen. Located directly across from the historic Key West Lighthouse and just steps from the renowned Duval Street, this home offers unparalleled access to Key Wests finest attractions. A leisurely stroll takes you to the Southernmost Point and the Atlantic Ocean, mere minutes away. Located in the coveted X Flood Zone, one of Key Wests highest elevation points and boasting over 3,000 square feet of meticulously designed living space, including four bedrooms and four bathrooms featuring two master suites, this home effortlessly blends sophistication with contemporary comfort. The first floor showcases a generous eat-in kitchen, a versatile guest bedroom or sitting room, and two full bathrooms, while the expansive great room provides an ideal retreat for relaxation or entertainment. French doors open to reveal a spacious in-ground pool, perfect for enjoying refreshing breezes and ample outdoor space. The second and third floors house two additional master suites, each offering privacy and opulence. Embrace a lifestyle of refinement and coastal allure in this exclusive Key West haven. Ideally situated for walking or biking to renowned restaurants, enjoying live music, exploring galleries, spending the day at Fort Zachary Taylor State Park or savoring the vibrant energy of Duval Street.

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

This solid concrete home is located in one of Lower Matecumbes most sought-after subdivisions, offering 75 feet of prime waterfrontage on a peaceful canal with serene nature views--no neighboring homes across canal. The ground level features a permitted bath, a spacious workshop, and a carport with soaring high ceilings, providing ample storage.Enjoy your private slice of paradise with a dock complete with a Tiki hut for shade, and a 16,000 lb. 4-post boat lift, ideal for boating enthusiasts. The expansive backyard offers plenty of space to build your dream pool.With a little polish, this gem has endless potential to become your perfect waterfront oasis! Dont miss out on this unique opportunity!

Step into your own private tropical paradise as you pass through the gated entrance of this newly renovated 4-bedroom, 3.5-bathroom pool home. Set on an expansive double corner lot spanning over 9,000 square ft, this residence is cocooned by lush, mature foliage that provides ultimate privacy. Located in the midtown neighborhood of Key West, this home represents the pinnacle of luxury & elegance. Meticulously updated with a modern design, the ground-floor living space showcases impeccable craftsmanship & meticulous attention to detail. Sunlight floods the interior, highlighting the newly installed CGI impact-resistant windows, including large sliding glass doors that open to the inviting pool & covered deck area. The open-concept layout features vaulted ceilings made of native Cypress Wood, creating a welcoming and spacious atmosphere perfect for entertaining guests. Adding to the aesthetic charm are Spanish wood-planked porcelain tiles throughout the home, while the gourmet kitchen boasts custom wood cabinetry, high-end Fisher & Paykel appliances, & a stunning Calcutta gold quartz waterfall island w/plenty of seating and storage.Other notable features include a glass-enclosed reading room/office (which could also be used as a fourth bedroom), a laundry room w/ample storage, & a generously sized pantry. The primary suite in the main home is a luxurious retreat w/an ensuite bathroom that opens directly to the pool and gardens. Additionally, 2 guest bedrooms w/private baths have separate entrances accessible via the perimeter pebbled pathways. As evening approaches, the property comes alive w/tasteful illumination, perfect for hosting gatherings or enjoying moments of quiet reflection. With a covered 2-car carport & ample street parking, convenience & luxury blend seamlessly. Ideally positioned just a short walk from Higgs Beach, White Street Pier, art galleries, restaurants, & a quick bike ride to Old Town, this home offers a lifestyle of sophistication & comfort!

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.

Relish in contemporary, coastal luxury and Boot Key Harbor views at this recently upgraded waterfront three bedroom, three bathroom, 2,119 sf pool haven. Located on Logans Island, locally known as the old Millionaires Row, enjoy stunning sunsets, 50 feet of deep-water dockage, 20,000 lb boat lift, and 210 feet of shoreline on a 10,633 sf corner lot. You wont have to lift a finger as this groundlevel residence was completely renovated and professionally decorated in 2020. Licensed weekly vacation rental with over $70,000 in bookings for 2025, purchase with rentals in place for immediate return. Find the open concept great room complete with electric fireplace adorned with custom tile, Miami Dade pine and shiplap accents. The coastal kitchen is equipped with sleek Cafe appliances, white shaker cabinets, gold hardware, farmhouse sink, butcher block island, ice maker, dishwasher drawers and mosaic tile backsplash. A picture perfect window frames the ocean views. Lounge or dine in the expansive sunroom whilst surrounded by Boot Key Harbor views through the impact windows to feel one with island life. If thats not enough, venture outside to the breathtaking backyard that features a 13 x 26 in-ground concrete heated pool surrounded by tile decking, AstroTurf, river rock, multiple lounge areas, and all of the palm trees your heart desires. After a day on the water, rinse off in the custom-built outdoor shower. Inside, wake up in the spacious primary suite to serene ocean views. Primary bathroom is adorned with a large soaking tub, double vanity, step-in tiled shower, black hardware and geometric inspired tile. Two more bedrooms and bathrooms complete the home with luxurious mid-century modern features. With a Chicago brick pavered driveway, landscaped areas, up-lighting, plus rock pathways in the front yard, every square foot of this coastal haven has something for everyone. This Marathon sanctuary on Millionaires Row isnt just a property, its paradise!

INVESTORS! This waterfront multi-family tri-plex is located in the coveted boating enclave of Port Largo. This property presents a prime opportunity for astute investors seeking to capitalize on its versatile building rights or to leverage its existing rental income potential with long-term tenants. The allure of this investment lies in its potential for future rental income optimization. With two, two-bedroom, one-bathroom units and one three-bedroom, two-bathroom unit, there exists ample room for income diversification. Each unit features an inviting open floor plan, complemented by screened-in porches that afford picturesque vistas of the water.75 feet of deep-water concrete dockage further enhances its appeal to both investors and tenants alike. Whether one chooses to reside in one unit while leasing out the others or to capitalize on the rental market, the possibilities for maximizing returns are truly limitless in this prime investment offering. An exceptional investment opportunity awaits discerning investors.

A rare Keys find for this spectacular property in the heart of Little Torch Key. Enjoy world class fishing and diving from this meticulously maintained home on THREE oversized canal front lots (almost 2/3 of an acre!) with over 180 feet of concrete dockage, a boat basin, a boat ramp and davits, plus a vacant lot to add an accessory building, swimming pool, tiki hut or a pickleball court! All of this overlooking the sparkling flow through canals with quick water access to both the ocean and the gulf. Enjoy the privacy and serenity of the expansive lush landscaping perfect for outdoor living and enjoyment. Interior features include a brand-new gourmet kitchen sporting contemporary elegance, beautiful Corian countertops and sleek white cabinets enhanced by a true Chefs gas range and newer stainless appliances. Two nicely sized bedrooms on the main level with a wonderful, screened balcony. Up the central stairs lies a third bedroom with the additional benefit of a bonus room/office and full bath. Panoramic views from the upstairs balcony featuring sunrise and sunset views. Incredible downstairs storage of over 1450 sq ft with a garage and separate exercise room. Enjoy peace of mind with the enduring quality of this concrete fortress sporting impact windows and doors, and newer metal roof. Only 28 miles from the heart of vibrant Key West! Come and check out this charming sanctuary today!Low insurance rates:Wright Flood expires 3/12/25 - $1,636Citizens Wind expires 9/17/24 - $2,740Stillwater Property expires 3/2/25 - $1,339

INVESTORS! This waterfront multi-family tri-plex is located in the coveted boating enclave of Port Largo. This property presents a prime opportunity for astute investors seeking to capitalize on its versatile building rights or to leverage its existing rental income potential with long-term tenants. The allure of this investment lies in its potential for future rental income optimization. With two, two-bedroom, one-bathroom units and one three-bedroom, two-bathroom unit, there exists ample room for income diversification. Each unit features an inviting open floor plan, complemented by screened-in porches that afford picturesque vistas of the water.75 feet of deep-water concrete dockage further enhances its appeal to both investors and tenants alike. Whether one chooses to reside in one unit while leasing out the others or to capitalize on the rental market, the possibilities for maximizing returns are truly limitless in this prime investment offering. An exceptional investment opportunity awaits discerning investors.

Escape to paradise! 5BR/3.5BA gated home in the Keys. Bamboo floors, fresh paint, screen patio. Elegant accents. Lush landscaping, private pool, hot tub. 2 levels, full bar, gourmet kitchen, walk-out patio. Master w/ walk-in closet. Stargaze from wrap-around porch. Must see this private oasis!

Located in the heart of Key Wests sought-after Old Town, 711 Olivia Street is a stunning fusion of historic charm and modern luxury. This meticulously crafted residence sits on a double private lot surrounded by lush tropical landscaping, showcasing classic Key West architecture with contemporary elegance. Step inside to discover an open layout with high ceilings, premium flooring, and abundant natural light. The spacious living and dining areas flow seamlessly into the outdoors, creating a harmonious indoor-outdoor living experience. At the heart of the home is a gourmet kitchen equipped with high-end appliances, expansive counter space and custom cabinetry--perfect for entertaining. Outside, a private oasis awaits. The backyard features a custom-designed saltwater pool with a waterfall, a spacious deck for lounging and an outdoor kitchen for alfresco dining, making it an ideal space for relaxation or hosting gatherings under the sun or moon. Each bedroom serves as a tranquil retreat. Modern amenities such as a security system, climate control, and smart home technology enhance comfort and convenience. Off-street parking adds to the convenience, a valuable perk in Old Town. Living here means more than owning a home; its about embracing the vibrant lifestyle of Key West. With fine dining, art galleries, and Duval Streets nightlife just a short stroll away, youll enjoy the best of the islands culture and entertainment. For outdoor enthusiasts, the surrounding waters provide endless opportunities for boating, fishing, and more. With its blend of historic elegance, luxurious amenities, and prime location, 711 Olivia Street offers a rare opportunity to own a piece of paradise in one of Key Wests most desirable neighborhoods--a timeless investment in both lifestyle and legacy.

An exquisite two-story home in the Meadows was 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 and doors, along with a whole house generator. The home is soundproof, being its fully insulated . This is a very rare opportunity to own something new in Old Town with all the current building standards met. The property has its Monroe County rental permit in place. This home is being offered completely furnished, including the artwork throughout.

This quintessential two story, 3/2 Key West home is situated in the Historic Seaport District on a quiet lane with coveted off street parking. The original structure can be traced back to the 1850s and has many beautiful historic features such as Dade County Pine walls and flooring. The home has a wonderful design with the kitchen overlooking the large, vaulted living/dining area. A wall of French doors welcomes you on to the spacious, newly renovated composite deck and covered porch overlooking the pool area. The sparkling 23ft heated, saltwater pool has a waterfall feature plus swim jets and is surrounded by a luxuriant yard. For added convenience there is a wet bar and outdoor shower. The kitchen has many desirable features such as stainless appliances, granite counters and wine cooler. On the main level there are 2 bedrooms and a full bathroom with a deep soaking tub and gorgeous Brazilian slate flooring as well as ample storage. The whole of the upstairs is dedicated to the main suite with a beautiful full bathroom that has Brazilian slate on the floors and in the shower. There are also two large closets with plenty of room for storage. Recent additions include new AC systems and a new on demand water heater. For peace of mind there are storm shutters for all windows and doors.

The INCREDIBLE house is for sale!! Great entertaining is with this open concept floorplan, concrete pool & huge tiki. Vaulted ceilings in the living, dining room & custom kitchen. The huge master suite has 4 closets, updated bathroom & sliders leading to private, tropical yard. Impact windows, extra room/office, air conditioned sun porch & half bath, 2 car garage, boat lift, fish cleaning station & 50 ft composite dock make this the perfect retirement or vacation rental in Paradise. Just 5 minutes to Vaca Cut, open ocean and gulf. All in Key Colony Beach, where you can walk or bike to 4 restaurants, marina, golf, tennis, pickle ball, bocce ball, 3 playgrounds, horseshoes, post office, city hall & Sunset Park. Extremely wide canal that you can turn any boat around.

Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedrooms, 4-bathrooms but could be altered by a Buyer. Also, opportunity for buyer to customize high-end finishes to their personal taste. The entire lot was raised almost two feet and the home will be built above flood elevation, this energy-efficient ICF (Insulated Concrete Forms) home features a 1-car garage and a private pool, perfect for relaxation and entertaining. The spacious, open floor plan includes a gourmet kitchen and 3 primary suites, ensuring ample space and comfort for family and guests. Dont miss the chance to make this extraordinary home yours!

Stunning Newly constructed Canal Front Home in the Heart of the Florida Keys. Welcome to your dream oasis in the Florida Keys! This newly constructed canal front home offers the perfect blend of luxury, comfort, and coastal living. With direct ocean access just down the canal, this property is a boaters paradise, ideal for fishing, kayaking, or simply enjoying the breathtaking sunrise over the water. This home has a pool, 40ft of dockage, a boat lift, and an elevator.

Walk right in and Sit right down, this home is ready for you and your toothbrush! This home has everything for your vacation home needs. Or make the Keys your full time residence and live the dream! Spacious living areas, private yard. Pool and 75 feet of dockage. This home is on the beautiful azure canals of Duck key. Nice location with large yard, and ready to move in.

Welcome to your tropical oasis! This beautifully maintained waterfront retreat offers the perfect blend of luxury and comfort. From the moment you step inside, youll be captivated by the open floor plan, water views, and thoughtful design. The entire home has impact windows and doors and roof is only 6 years old. No detail has been left undone. You will feel like you are inside a coastal magazine photo shoot. Upstairs boast 3 bedrooms and 2 bathrooms, gourmet Kitchen with SS Viking appliances and quartz countertops. 2 spacious guest rooms and a lovely primary ensuite bedroom with custom walk in closet.Downstairs guest/entertainment area is built above flood. Has 1 bedroom with walk-in closet and full bathroom. Bedroom is being utilized as a pool table room currently with open views of backyard.This home lacks nothing and is safe and secure with alarm system and cameras. Sonos sound system both inside and outside which makes entertaining in your beautiful landscaped backyard fantastic. Features a hot tub surrounded by a sundeck, artificial grass, orchid garden, outdoor shower, 70ft concrete dock with two boats lifts (33k and 15K lbs) and one davit. Very large AC garage with high ceilings big enough for an RV, cars, boat and or all your water toys. Tackle/storage/work room with built in work bench and cabinets, bait freezer and new 500lb ice maker completely AC as well.Last but not least this home is coming truthfully turn key. All furniture in and out is being given to whomever buys this home. A completely stocked kitchen with all the essentials. Everything down to the towels and sheets. Bring your toothbrush and clothes and be in this beautiful home by the holidays. Sellers are also selling boat in pictures which is a 39 HCB Especiale for $449,000

New lower price! Gorgeous move in ready, 2,205 sq ft conch style home, where historic charm seamlessly blends with modern luxury situated in the best location in Old Town. Just steps from Duval St and one block from the ocean, beach and the Southernmost Point. Priced at $2,675,000 this exquisite property offers a turn- key experience that includes a fully furnished house, in addition a Jeep Unlimited and a 6-person golf cart, making it easy to navigate the island and experience all that Key West has to offer. The ground floor has an inviting open floor plan with plenty of natural light filled rooms wrapped in Dade County pine and glorious flooring that allows for seamless flow between the living spaces, perfect for entertaining guests or simply unwinding after a day of adventure. With high ceilings and top-of-the-line finishes, every detail has been carefully curated to create a space the exudes elegance and comfort. The gourmet kitchen is a chefs dream with high end appliances generous countertops and custom cabinetry. Relax outside in the heated kidney shaped swimming pool surrounded by lush tropical landscaping or enjoy the covered pergola great for dining or shade. The 2nd floor has two double sized bedrooms with a spacious balcony with a glimpse of the ocean and Southernmost House. There is also a marvelous grand foyer with space for a small office. The 3rd floor master suite offers ultimate privacy encompassing the entire third floor which has a huge walk in closet with built in dressers drawers with quartz counters and lots of storage. The lavish master bathroom has a spa shower with a luxury rainfall shower head system. Double marble sink vanities, Vintage reclaimed wood walls and luxury vinyl flooring. While preserving its historic character, this home has been thoughtfully updated with modern amenities. Dont miss this opportunity to own a historic residence in Key Wests highly sought after neighborhood. Call today for your private showing