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

Fishermans Delights! This concrete fortress is nestled in a lush tropical setting, located on the Oceanside on a deep, clean, wide canal. 70 concrete dock accommodates larger boats. Solidly build CBS construction with reinforced concrete roof. Spacious rooms and living areas throughout. The first floor features a guest quarter with separate entrances, seller has set up as two apartments. Take the stair lift upstairs to the generous sized rooms and a large balcony overlooking a custom built zero entry inground pool and spa surrounded by custom murals. Newly thatched Tiki entertainment area. Direct ocean access and easy bay access through Tavernier Creek. Completely fenced for privacy. Close to schools grades K-12, shopping, restaurants, and easy commute to Miami or Marathon. Potential for adding bedroom and bath. Shown by appointment. Best boating in the Upper Keys.

A Historic Masterpiece originally built prior to 1912 and completely updated to the highest quality in the legendary Meadows neighborhood of Key West. 1317 Olivia Street is a two-story designer home perfectly paired with exotic tropical landscaping, custom swimming pool and water feature, IPE Brazilian hardwood decking, and sophisticated outdoor shower. The spacious master bedroom offers privacy and comfort, complete with a walk-in closet and custom built-in dresser. At the heart of the home, the chefs kitchen features a natural quartzite island with a waterfall edge flowing effortlessly into the open dining and living area with hardwood floors throughout. Here youll find 12 foot saw-tooth vaulted ceilings and low hung floating cabinetry along the entire western wall, creating a striking visual anchor for the room. A full bathroom is conveniently located off the kitchen, adding ease for guests. The living space extends to a dramatic wall of accordion-style impact sliding doors, opening to the saltwater pool and lush gardens that softly illuminate at dusk. Thoughtfully designed outdoor areas include sunbathing spaces, outdoor dining, and multiple seating areas, making it an ideal island retreat. With off-street parking, an X-Flood zone location, a whole house generator, and a minimalist yet impeccable design, this home is a unique opportunity to experience the Key West lifestyle with privacy and elegance in one of its most desirable neighborhoods.

Escape to your own slice of paradise at this Oceanfront retreat on the breathtaking shores of Big Pine Key. Perfectly situated on a 1/2-acre beachfront lot, this stunning home offers a rare blend of tranquility, elegance, and natural beauty. From unmatched sunrise to sunset views to the private sandy beach, this residence is the ultimate Florida Keys oasis. Step inside and be captivated by the expansive great room, featuring vaulted ceilings and a soaring 20 coral fireplace that serves as a dramatic focal point. Natural light floods the space, creating a warm and inviting atmosphere that seamlessly blends indoor and outdoor living. The spacious screened porch features a wet bar and provides the perfect vantage point to savor the coastal breeze while taking in the panoramic views of the Ocean. The split floor plan ensures privacy and comfort, with two generously sized bedrooms sharing an updated bathroom adorned with custom tile work. The primary suite is a true sanctuary, offering sweeping ocean views, a spa-like en-suite bathroom, and a walk-in closet. An additional loft space overlooks the great room, making it an ideal spot for a home office, reading nook, or a 4th bedroom. Designed for entertaining, the chefs kitchen boasts a large center island perfect for meal prep or hosting large gatherings. Outfitted with stainless steel appliances, this kitchen is a culinary dream come true. The outdoor living experience is unparalleled, with a rooftop deck perfect for sunbathing by day and stargazing by night. The private sandy beach and quiet neighborhood, home to the beloved Key Deer, provide an idyllic backdrop for relaxation. Built for peace of mind, this home features CBS construction, a standing seam metal roof, and a whole-house generator, ensuring safety and convenience year round. Whether youre looking to entertain guests, escape the hustle and bustle, or simply soak in the beauty of the Florida Keys, this retreat captures the essence of true coastal living!

Embrace the laid-back Key West lifestyle at this three-bedroom, three-bathroom coastal retreat, perfectly positioned near Higgs Beach, White Street Pier, and the vibrant Key West Artisan Market. Located on a quiet cul-de-sac, this home is just steps from the dog park, play grounds, tennis & pickleball courts, and bocce ball- the best of island living is right at your doorstep!1621 Sunshine Drive is a beautifully updated two-story home. As you step inside you will find bright, modern interiors with bamboo floors and three generous bedrooms, including two with en-suite baths. Each bathroom is tastefully renovated with white subway tile, glass-enclosed showers, and sleek finishes. The first floor has a bedroom with access to the hall bath. Upstairs you will be greeted by two additional bedrooms both with balcony access which overlooks the lush gardens and pool area. The rear primary suite is a luxurious retreat, featuring double sinks, a built-in soaking tub, and spa-like ambiance.The reimagined kitchen boasts stainless steel Cafe appliances, including a six-burner gas stove, French door refrigerator, and custom cabinetry, accented with black hardware, white subway tile backsplash, island seating for 3 and white quartz countertops.Relax in the spacious living room filled with natural light that flows into an open floor plan. The living room opens to one of four covered porches and overlooks the private heated pool surrounded by newly planted gardens and Brazilian teak wood decking. Outside your tropical oasis awaits, complete with an outdoor shower and lush greenery- perfect for soaking up the island sunshine or entertaining under the stars.This home is equipped with hurricane impact windows and doors, two off-street parking spaces ,a laundry closet, and all the modern updates you need for easy island living. Whether youre seeking a tranquil retreat or the perfect home to become a vacation rental, 1621 Sunshine Drive offers the best of island living!

The Ultimate RV / Auto / Toy Vault. Happiness is having the space to enjoy your possessions, rain or shine! Heres an incredible chance to secure a solid and safe haven for your cherished possessions. Why leave your prized possessions behind when you migrate to Key West for the winter? This impeccably crafted structure is engineered to withstand winds of 180 mph and X flood levels. Featuring two expansive 12x14 overhead doors, it also boasts an inviting man cave with a full bath, along with a high quality 2-bedroom, 2-bathroom apartment on the second floor. If youve already acquired everything you desire, this building could be the missing puzzle piece to keep your possessions conveniently close at hand. Countless delightful surprises await the aficionado of toys. Perfect for boats, cars, RVs, or hobbies. This building offers endless possibilities. It is zoned as mixed-use land and is currently used as a residence with toys. Building is 2,730 sq. ft. total; Upstairs APT with 2 bd/2 ba is 805 sq. ft.; Garage with full bath is 1,925 sq. ft. Owners are licensed Real Estate agents.

JUST REDUCED! Brand New Custom built spacious 3 bed 2 1/2 bath Waterfront home w/a private dock situated in the quaint well established Oceanside Harborage community! Sturdy & beautiful; built to withstand the unknown w/ 8 thick concrete walls including a concrete roof & a bouquet of large impact windows w/10 ceilings throughout and well appointed with luxurious finishes and an elevator. Be the first to enjoy sunrises & sunsets from your choice of 3 patios and 2 floors of living space. This home offers a large open kitchen w/balcony access for entertaining, Master suite w/ incredible sunsets, an extravagant master bath,an additional entertainment/family room, wet bar, laundry room, elevator & more.Hop on your boat from your 41 private dock w/ Davits, & be in the Ocean/Sandbar in less than 5 mins!The Harborage is a quaint beautiful, 2 street community known for its deep water. Maintenance includes yard, clubhouse w/waterfront pool, ice machine, laundry, boat ramp, boat trailer storage, and best of all LOCATION.

YACHT FRIENDLY! Dont miss this affordable opportunity to own a charming three-bedroom, two-bath home in the desirable Duck Key community, complete with 93 feet of deepwater dockage where the water color is always stunning and clean. The spacious backyard is perfect for outdoor living, featuring a tiki hut, a stunning heated and chilled swimming pool with royal blue ceramic tiles, and a step-down concrete dock for easy access to your paddle boards, kayaks, and a 10,000 lb boat lift. Surrounded by lush tropical foliage, the oversized seawall offers space to accommodate up to three boats, depending on their size.Inside, the home exudes a bright and inviting ambiance, with wood laminate flooring, stainless steel appliances, impact-resistant windows and doors, and panoramic water views from the canal side. The dining room opens to a generous balcony, ideal for soaking in the beautiful scenery and sunsets.Duck Key is a golf-cart-friendly island with access to a private social club offering wellness amenities. Youre just a short walk to Club Duck Key, several resort restaurants, markets and a marina. With the home currently serving as a successful vacation rental, its a smart investment opportunity you wont want to miss!

Amazing, well built home, located in Sombrero Isle. Home is a weekly vacation rental with many bookings and repeat guests. All kitchen white cabinets and new granite countertops are being fabricated to complete this coastal inspired renovation. There is an unexpected element of privacay from this oversized corner lot not often found in the Florida Keys. This home is being sold rental ready right down to the silverware and advanced bookings for a true turnkey experience. Please be patient as showings will need to be scheduled around the vacation guests. Cash sales only please

Welcome to paradise at 22562 Jolly Roger Dr in beautiful Cudjoe Key! This custom built, 4-bedroom, 2-bath home features open water views, a designer kitchen with high-end finishes and Viking appliances. In addition, on the first floor there are two guest bedrooms, an office and bathroom. The second floor is where you will find the third bedroom as well the primary bedroom complete with private balcony, ensuite bathroom and walk in closet. Outside the property boasts double decker porches, covered hot tub, full swim spa, and new dock. In addition to the garage there is ample room for vehicles, boats and extra storage. The property is equipped with RV electrical and sewer hookups for added convenience. The property features impact windows and doors and is a stones throw from American Shoal, Lighthouse, Looe Key Reef, and Square Grouper restaurant.

This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone elses overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890 Sanborn maps show an additional house on the property, that may be able to be rebuilt with permission from the city (buyers to verify). The home has plenty of the original Dade County pine waiting for restoration. Also featuring historic windows and double balconies. Currently the home is a legal duplex, each a 2 bedroom, 1 bath apartment. Buyers could retain the duplex or transform it into a stunning single family residence in the most sought after neighborhood in all of Key West.

This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone elses overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890 Sanborn maps show an additional house on the property, that may be able to be rebuilt with permission from the city (buyers to verify). The home has plenty of the original Dade County pine waiting for restoration. Also featuring historic windows and double balconies. Currently the home is a legal duplex, each a 2 bedroom, 1 bath apartment. Buyers could retain the duplex or transform it into a stunning single family residence in the most sought after neighborhood in all of Key West.

Discover the perfect blend of quality craftsmanship and waterfront convenience in this stunning 3-bedroom, 3-bathroom home. Built with solid CBS construction, this residence is designed to last and offers an inviting, open layout. Just minutes from open water access, the property is a boaters dream, featuring a boat lift that accommodates up to a 35 boat, multiple docking spaces, and a large dock box for convenient storage.Inside, the beautifully designed kitchen boasts granite countertops, enhancing both style and durability. Custom tilework throughout the home adds unique charm, while a working elevator and cozy fireplace provide additional comfort. The spacious four-car garage ensures ample storage, and the 10,000 gallon cistern with a pump offers additional water security.For added privacy and security this property is enclosed with concreate walls on both sides with gated access to the rear of the home. A versatile downstairs, currently housing a commercial ice maker, provides endless possibilities- whether for storage, tackle room ,or extra recreational space. Plus there is ample room to add a pool, creating your own private oasis.Every detail in this home has been carefully designed and fully permitted, offering peace of mind and a solid, well- built feel from the moment you walk in!

Huge Price Reduction, Seller says get it sold! Located in the sought-after Sombrero Beach community of Marathon, this exceptional property offers 3 bedrooms, 3 baths, and nearly 3,000 square feet of living space. Elevated, concrete construction, impact windows, and doors, and topped with a durable metal roof, this home provides both beauty and peace of mind. The outdoor space is an entertainers paradise, featuring a brand-new saltwater pool with an integrated hot tub. Both the pool and spa include smart technology and LED lighting, and they can be heated or chilled for year-round comfort. The outdoor space has built in seating for large gatherings.Inside, the home offers a bright, open floor plan. Upstairs, youll find two spacious bedrooms, including a luxurious master suite with a newly remodeled ensuite bath. A second remodeled bathroom is conveniently located off the hallway, adjacent to the large guest bedroom. The family and dining areas flow seamlessly into a well-appointed kitchen, which features an adjacent pantry and laundry room. On the lower level, the fully enclosed, above-flood living space includes an additional bedroom, a full bath, and a kitchenette, perfect for hosting guests or extended family. The downstairs has plenty of room to expand and add another bedroom. The property also includes an oversized two-car garage with an attached workshop, providing ample storage and workspace. Set on a wide canal, the home offers 115 feet of water frontage and a 75-foot dock with davits, allowing for large vessel access. Boating enthusiasts will appreciate the direct route to the Atlantic Ocean, reachable in just 8 minutes at idle speed, with no fixed bridges to navigate. Located across the street from a golf course fairway, this home offers a tranquil setting with no front-facing neighbors, while being just minutes from grocery stores, dining, and other conveniences. This property is a rare find, offering luxury, functionality.

Experience the epitome of Florida Keys living in this stunning luxury waterfront home on Cudjoe Key. The back of the home has a South West Exposure, for endless ocean views and spectacular nightly sunsets. Constructed with poured concrete for unmatched durability and featuring a poured concrete floor, this home is a sanctuary of modern design and functionality. The property boasts impact-rated windows and doors installed in 2016, including custom 5-panel EuroWall stacking doors that create a seamless indoor-outdoor flow. Modern elegance is evident throughout, with stainless cable railings and a zero-grout tiled walk-around porch. Offered furnished with Restoration Hardware and Room & Board pieces valued at approximately $45,000 (art excluded), also includes TVs.The outdoor spaces feature a heated pool featuring a Coralina stone deck sourced from the Dominican Republic, designed to stay cool underfoot. New pool equipment, including a heater and pump installed in 2018. Boating enthusiasts will appreciate the 21.5 wood dock with a Slide-Moor Dock system, complete with water access, as well as a floating dock system perfect for kayaking and paddleboarding. The propertys tropical landscaping, accented with solar yard lighting & cozy lounge areas create wonderful, private space to enjoy serenity or entertain guests.The gourmet kitchen, updated in 2022, features quartz countertops, modern blue cabinets, and Samsung Bespoke appliances. Dont miss your chance to own this luxury retreat in the heart of Cudjoe Key. Just 22 miles to Key West and 3 hours from Miami. Fantastic bar/ restaurant/ and coffee shop within walking distance!

Endless Possibilities. This well-built waterfront home, offering 110 feet of deep-water canal frontage, a private boat ramp, and dock space for multiple LARGE vessels, is ready for its next chapter. With easy ocean access and a 200-foot wide canal, its the perfect setting to embrace the island lifestyle. Conveniently located within walking distance of Coco Plum Beach adds to the homes appeal both on and off the water. The main living area features an expansive open-concept design, with vaulted ceilings that amplify the already ample space across the living, dining, and kitchen areas. Multiple sliding glass doors lead to a sprawling screened-in lanai spanning over 700 square feet-- offering additional outdoor living space perfect for relaxing, dining, or hosting while enjoying peaceful water views and refreshing ocean breezes. The generously sized primary suite includes a spacious en-suite bath, walk-in closet, and direct lanai access. A second bedroom also connects to the lanai, enhancing the homes seamless indoor-outdoor flow. A third bedroom, two additional full baths, and laundry room complete the main living level. The lower level features a legal one-bedroom, one-bath suite with a private entrance, its own screened-in patio, a kitchenette, laundry room, and 9-foot ceilings--ideal for accommodating in-laws, guests or crew with privacy and comfort. While the home is structurally sound and move-in ready, cosmetic updates would elevate its appeal and transform it into a truly show-stopping island retreat. The expansive lot also offers ample room to add a pool, further enhancing its outdoor living possibilities. Not a Drive-By! The true scale, layout, and impressive outdoor spaces must be experienced in person to appreciate this remarkable homes potential. This property presents an exceptional opportunity for motivated buyers or contractors to transform it into a show-stopping Keys retreat. Bring Your Vision. Live the Dream.

This home is not a drive by! Must see inside and the back yard too.....Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainers dream place. All new paint inside. New Roof as of 01/2025.This home is NOT a drive by- must see inside. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding .... Home features 3 bedroom suites with full baths plus a powder room too. Impact doors and windows, tile floors throughout, Viking appliances, chefs kitchen, wet bar, icemaker & additional drink fridges. Large Tiki Hut with fans, concrete heated pool and chiller too. Bring your big Boat and Smaller one too.....2 boat lifts (20K and 12K), boat house, outdoor shower, swat mosquito system, RV hookup, Terminix warranty, video surveillance, large storage shed, full home surge protection, ample storage inside and out. All tropically landscaped, paver driveways & yard fenced for your pets and privacy. Full concrete seawall & covered boat slip. Home is offered mostly furnished and outdoor furniture is included too. Location! Location! Location! New Paint inside-neutral color. And New Roof 2025.

Welcome to your dream oceanfront oasis at 605 109th Street in Marathon, FL! This fully renovated 3-bedroom, 3.5-bathroom home offers a rare combination of luxury, tranquility, and development potential. Boasting breathtaking open water views of the Atlantic Ocean from nearly every angle, this property is also a prime opportunity for growth. Originally comprising three lots, it could easily be split into two conforming oceanfront lots via a simple lot-split process, making it an exceptional investment or multi-use property.Step inside to discover a stunning interior with an open-concept design, featuring all-impact windows, tile flooring throughout, and a gorgeous kitchen equipped with stainless steel appliances, granite countertops, a spacious island, and custom window treatments. The Lennox central AC (installed in 2018) ensures year-round comfort. The layout includes large guest rooms, one with its own ensuite bath, both offering private entrances to the pool and backyard. The master suite also enjoys a private entrance to the pool, creating a seamless indoor-outdoor living experience.Outside, immerse yourself in paradise with a sparkling pool, relaxing jacuzzi, and a charming tiki hut--all perfectly positioned to take in the expansive ocean views. A cabana structure adds convenience for poolside entertaining, while a metal roof, covered carport, and ample storage space complete the package.Whether youre looking to lounge by the pool, host gatherings under the tiki hut, or explore the propertys development potential, this ground-level gem offers the ultimate in Keys living. Dont miss this incredible opportunity to own a piece of paradise! Schedule your private showing today.

Back on the market after buyer financing setbacks -- Nows YOUR chance!!!An incredible Key Haven boating property, miles from downtown and UNDER $2.5 exists! This is the one. This Keys dream packs nearly 2,000 square feet of luxury. 26 Bamboo Terrace is a stunningly reimagined 3-bedroom, 3-bathroom concrete home offering the perfect combination of style and comfort. Situated on an 8,000-square-foot lot with 80 feet of concrete seawall, this property is a boaters paradise.Enjoy the convenience of a 14,000-pound boat lift on a deep, wide canal, part of one of the finest canal systems in the Lower Keys. Headed out to the Gulf or Atlantic? World-class fishing awaits just minutes away. And with vibrant Key West minutes from your doorstep adventure and relaxation are always within reach.The homes design is as thoughtful as it is beautiful. The expanded master suite, spanning the entire left wing, features a luxurious bath, a walk-in closet, and a private entrance with peaceful water views. Two central AC units and an additional mini-split system ensure year-round climate control. The chefs kitchen, with its Quartz countertops and spacious island, inspires culinary creativity, while the adjacent laundry area offers modern convenience with a tankless on-demand water heater. Throughout the home, wall-to-wall tile floors add an elegant touch.Be enthralled by the meticulously maintained grounds, designed for a low-maintenance lifestyle. A serene plunge pool with both heater and chiller, paired with a custom Mahi water feature, creates the perfect backdrop for relaxation. The Tiki-covered outdoor bar is an entertainers delight, seamlessly blending indoor and outdoor living just steps from Keys waters.This extraordinary property is truly a must-see!

Fully Furnished and updated. Just bring your boat! This spacious 3 bedroom 2.5 bath house features large common areas and an additional den. The relaxed themes of this house will make you feel like you have entered a peaceful paradise. Seller financing available.

Welcome to the Love Shack, where paradise awaits! This turnkey 4-bedroom, 2.5-bath canal-front home offers the ultimate easy-living island lifestyle. Whether youre seeking an exceptional investment opportunity or a personal retreat, this property checks all the boxes and is remarkably low-maintenance. Fully equipped and ready to generate income as an Airbnb (minimum 28-day rentals) or serve as your private escape, this home is a must-see. A boaters dream, the home boasts deepwater dockage with immediate ocean access. Conveniently located, you can stock up on bait, ice, and fuel just down the canal at the Pilot House Marina and Key Largo Fisheries. Savor the local charm of Key Largo, featuring fresh seafood, signature cocktails, and famous conch fritters at the many fantastic neighborhood restaurants. It doesnt get much better than this! The home showcases tasteful updates throughout, including all new impact windows and doors for added peace of mind. Outside, youll find a beautiful covered terrace overlooking the canal, a dedicated cornhole area, a fire pit, multiple seating areas perfect for entertaining, and ample storage space and parking for vehicles and trailers. Built with solid concrete and Dade County pine, this home is as charming as it is durable. Simply bring your suitcase--this property is fully furnished and move-in ready. The fabulous location near Key Largo Park offers access to brand-new pickleball courts, serene walking paths shaded by trees, tennis courts, and a playground for children. This home truly provides access to an array of amenities, all within the neighborhood. Call today to schedule your private showing and experience all that the Love Shack has to offer!