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

For the first time, the Key West home of famed landscape architect and Martha Stewart co-star Fernando Wong is available. Welcome to your dream townhouse nestled in the heart of the exclusive Truman Annex, just steps away from the restaurants, shops and bars on Duval Street. This professionally decorated 2-bedroom, 2.5-bathroom townhouse offers the perfect blend of modern comfort and island charm. As you step inside, youll be greeted by a light-filled open floor plan, featuring a charming living and dining area with tasteful furnishings and a well-appointed kitchen with new appliances. The home features furniture and lighting from Brown Jordan, Ralph Lauren, and Serna & Lilly. Recent renovations include all-new ceiling lights and stylish Legrande light switches and outlets. You will also love the new wood doors, renovated bathrooms, and a recently installed lush jungle landscape. The three beautiful outdoor areas and a strong rental history make this delightful vacation house a once-in-a-lifetime opportunity.

EXCEPTIONAL CUSTOM-BUILT HOME designed by Glenn Gray, the renowned Keys architect, is offered on the market for the first time. Enjoy the best of Keys living in this Jolly Roger Estates residence thats unlike others, where inside living transitions onto multiple porches that invite the outdoors in. A full-length screened porch overlooks the oceanside canal that provides excellent boat access to your favorite fishing and dive sites. An oak staircase in the ground-level foyer leads to the main living level and continues to the upper-level primary bedroom with ensuite bath, his and hers closets, and third porch with open water and neighborhood views. Enter the privacy gate underneath the home to discover your piece of paradise with sitting areas, an impressive outdoor shower, garage, fenced back yard and tropical landscaping. The 6,000 sq. ft. property has 60 ft. of water frontage; the dock was recently redone with new composite decking. Abundant kitchen cabinets are topped with gorgeous quartzite counters. With a total 1820 sq. ft. of air-conditioned living space on two levels, the main level has two bedrooms (one of which has its own porch), one bath, washer and dryer; the upper level has one bedroom with one ensuite bath. This could be the Keys home youve been waiting for!

Spacious canal front home in desirable Jolly Roger Estates on Little Torch Key! No details were spared in the recent renovation transformation, resulting in impeccable design and comfort, and the result is a serene and comforting destination, perfect for family getaways or as an income generating investment property. Kitchen updates include stainless steel appliances and granite countertops, making for a wonderful culinary experience. The split floor plan allows for tranquil privacy in both lower bedrooms. The spacious loft overlooks the living area and adds versatility and extra space for family or guests. Structural features include impact doors and windows throughout, and sturdy metal roof. An 80 dock (newly renovated with swim ladder) ensures plenty of room for your boat and there are no bridges to open water, making for a quick trip to world class fishing, diving and Looe Key Reef. Relax and enjoy the clear, clean flow-through canal view from the covered porch or the tiki hut. Owner financing will be considered.

INVESTORS! Experience this exquisitely renovated waterfront residence. This home epitomizes functional elegance highlighted by contemporary coastal design. The terrace overlooking the canal offers peek-a-boo Gulf views and serves as excellent outdoor living space. Inside, youll find impeccable updates, including quartz countertops, LVP flooring, recessed lighting, and Calacatta marble tiled showers. Ascend the interior staircase to the main living area upstairs where you will find your kitchen, living room, three bedrooms, one bonus office or guest room, and two full bathrooms. Step outside to the generous covered porch, where you can unwind and soak in captivating vistas of the canal and the picturesque bay beyond. The property offers 60 feet of protected concrete dockage, complete with a 20,000 lb. boat lift for swift boating access to the Atlantic or Gulf. Additionally, a versatile bonus flex space downstairs offers boundless opportunities to customize according to your lifestyle. This refined coastal retreat epitomizes luxury and convenience, inviting you to make it your own.

Welcome to Your Dream Waterfront Escape! This stunning property offers exceptional boating accessibility, just a minutes ride from the Atlantic and Gulf. Featuring three spacious bedrooms, a bonus room and beautifully updated bathrooms, this home is designed for comfort and style. At the heart of the home lies an incredible chefs kitchen, perfect for culinary enthusiasts! It boasts high-end finishes, including a Subzero refrigerator, elegant granite countertops, and a Wolf range, all complemented by ample storage space for all your kitchen needs. Originally built in 1993, this home was thoughtfully expanded in 2009, creating 1819 sq of living space. Step outside to your expansive 61-foot-long screened-in porch, where you can enjoy peekaboo ocean views and the gentle sea breeze. For boating enthusiasts, this property includes a 12,000-pound boat lift and a durable composite dock, making it easy to launch your aquatic adventures. Situated on a generous double lot, this property provides plenty of room for parking an RV or any water toys you may have. Additionally, the downstairs area offers extra storage and a convenient outdoor shower for rinsing off after a day on the water and a 12-person hot tub. This exceptional home combines the best of waterfront living with modern amenities -- dont miss out on this incredible opportunity!

Discover your dream waterfront home at Mariners Club in Key Largo! This stunning three-bedroom, two-and-a-half-bathroom condo is all on one level, offering breathtaking views of the deep-water marina and the sparkling Atlantic Ocean beyond. Fully furnished and ready for you to enjoy the seaside lifestyle, it provides easy access to world-class diving, fishing, and boating. Residents of Mariners Club benefit from resort-style amenities, making every day feel like a Florida Keys vacation. Boaters will appreciate the deep-water marina with protected dockage and immediate ocean access. Enjoy the sparkling swimming pools, relax in the hot tubs, stay fit at the gym, or enjoy tennis and pickleball. A manned gated entrance ensures peace and tranquility for those looking to unwind. The immaculate kitchen, living, and dining areas feature high ceilings and expansive ocean views from every angle. This beautiful condo holds significant potential as a lucrative rental property. It is in pristine condition with impact windows and doors and an upgraded air conditioning system designed to prevent dust and mold. Its a turnkey investment ready for immediate enjoyment or rental. The condo offers two convenient entrances, eliminating the need for stairs when entering from the front-- a helpful feature for those with strollers or mobility concerns. Step through the gate of the breezy lanai to the marina filled with charming boats. Dockage is available for owners or guests. Its pet-friendly for owners and long-term renters, so you wont need to leave Fido behind. There are no restrictions on the number of rental days in Mariners Club. Owners are free to rent independently or use a local management company. This home is a fantastic opportunity for investors or those seeking a second home that can also generate income. Its a must-see! Dont miss the video & 3D tour. Due from buyer at closing: refundable $45,000 equity membership, non-refundable $10,166.26 capital contribution.

Rare opportunity to own a versatile property in the heart of Key Wests vibrant Truman Waterfront. This property has been home to several Grocery Stores making it the perfect investment for those who seek flexibility and multi-purpose functionality. Loaded with potential, this property sits on a large 94.6 X 43 foot lot approximately 4069 square feet. Located on the corner of Truman Avenue and Emma Street with a 1200sf building being sold ASIS. Many possibilities with the NEW Truman Waterfront Park, Amphitheater, Fort Zachary Taylor beach park all nearby. Future use based on city approval.

Discover the magic of island living at Mermaid Landing, a newly renovated gem in the heart of the Florida Keys! This inviting 3-bedroom, 2-bathroom home is nestled at the end of a quiet dead-end street, offering a serene retreat just 15 minutes from the vibrant downtown Key West.The spacious primary bedroom promises a relaxing haven, while the well-appointed kitchen makes meal prep a breeze. Step outside to your expansive, fenced yard, complete with an electric gate providing ample off-street parking for multiple vehicles, a boat trailer, or even an RV. With electric hook-ups and a clean-out on site, RV owners will find this property perfectly suited for their needs.Mermaid Landing truly shines outdoors. The large yard, covered in lush artificial turf, is ideal for gatherings and play. Indulge in a round of pirate-themed mini golf or stroll through the mangroves to your private beach on the Gulf of Mexico. Here, youll enjoy breathtaking open-water views, perfect for relaxing or beaching a flat-bottom boat.Nature lovers and adventurers will appreciate the nearby boat ramp and occasional glimpses of Navy jets soaring over the open water during training exercises. This unique combination of tranquility and excitement makes Mermaid Landing a one-of-a-kind oasis.Dont miss your chance to own this slice of paradise in the Florida Keys. Schedule your showing today and let Mermaid Landing welcome you home!

Old Town Key West elevated two-story duplex on a quiet lane just a half block from the X Flood zone. This duplex already has Condo documents in place but is being sold together. Each unit features 2 bedrooms, 1 bathroom, and inviting living spaces with lots of light and high ceilings, ideal for comfortable island living. Enjoy the convenience of living only 3 blocks to Duval St but having the tranquility of lane living. The downstairs unit has a breezy front porch perfect for morning coffee, and a spacious back deck, ready for outdoor entertaining. Whether youre seeking investment income, a multi-generational home, or live in one and rent the other, this property delivers.

Welcome to your slice of paradise in Key Colony Beach, nestled in the heart of the Florida Keys! This brand-new construction offers the epitome of modern comfort and durability, presenting a rare opportunity in this coveted coastal community. Step into luxury as you enter each side of this full duplex, where sophistication meets functionality. Boasting three spacious bedrooms and two pristine bathrooms on each side, this property promises ample space for both relaxation and entertainment. Every detail has been meticulously crafted to withstand the elements, with hurricane impact glass doors and windows ensuring peace of mind during storm season, and a sturdy metal roof providing long-term durability against the elements. The heart of the home, the kitchen, is a chefs delight, featuring sleek quartz countertops complemented by top-of-the-line Whirlpool appliances. Whether youre whipping up a gourmet meal or simply enjoying your morning coffee, this space offers both style & convenience. The property also includes a convenient laundry room, ensuring that everyday chores are a breeze. Ideal for investors seeking lucrative rental opportunities or homeowners looking to maximize their investment potential, this duplex offers versatile options. Take advantage of the thriving vacation rental market by renting out both sides, or enjoy the flexibility of living in one unit while earning passive income from the other. Conveniently situated across from the City-maintained park, outdoor recreation is right at your doorstep. Whether its a leisurely stroll, a game of tennis, or a picnic with loved ones, youll find endless opportunities to immerse yourself in the island lifestyle. Seller will credit Buyer at closing for 1 year membership in a KCB Pool & Beach Club of their choice. Dont miss your chance to own a piece of paradise in Key Colony Beach - where luxury, convenience, and investment potential converge in perfect harmony. Schedule your viewing today and experienc

This beautiful canal front home with great boating in Sugarloaf Shores has been renovated and updated top of the line. With a fabulous open floorplan this home has a gorgeous chef style kitchen with spacious counter seating that flows between living & dining rooms and is the center of the house with the 3 bedrooms each in their own corner of the house for great privacy. The separate laundry room is right off the kitchen and the large outdoor dining & lounging verandah opens from the dining room, master bath & 3rd bedroom/office connecting the entire back of the home and overlooking the canal. The covered lower level has room for multiple cars, boats and water toys as well as a large work shop and the driveway has room off to the side for RV parking. Downstairs also has ample dining and lounging areas as well as a custom built bar made of stunning blood cypress wood. The yard has beautiful native landscaping with multiple local fruit trees and with approximately 80 feet of concrete dock with water launch and davits you can be boating, kayaking or paddle boarding into the atlantic in minutes.

Tropical Waterfront Key West Pool Home an Oasis in Newtown.Welcome to your slice of paradise on the island of Key West! Nestled in the desirable Newtown neighborhood, this tropical retreat offers an open-concept design that seamlessly blends indoor and outdoor living. The expansive floor plan features a spacious living room, dining area, and a modern kitchen with a wet bar--perfect for entertaining or unwinding after a day in the sun.Natural light floods every corner of this home, with French doors leading to a stunning pool area.. Step outside and immerse yourself in your private oasis, surrounded by lush tropical foliage, and meandering pathways.The property also boasts a floating dock on the Sunrise Canal, ideal for launching your kayak or paddleboard and exploring the tranquil waters. A private front courtyard with a charming fountain adds to the propertys allure, creating a peaceful space for relaxation. Additional features include a roofed carport with enclosed storage, ensuring ample space for all your essentials. This unique home is ready for your personal touch and light renovations to make it your ultimate Key West haven.Dont miss this opportunity to own a tropical escape in one of Key Wests most sought-after neighborhoods. Live the island dream today!

Indulge in island living at The Rose Resort at 1501 Rose Street! Located on an expansive corner lot in the Midtown West neighborhood of Key West, this two bedroom and two bathroom home with a stunning pool, is now available to you!A pergola-inspired entryway welcomes you to the neighborhood landmark home, and upon stepping inside youre greeted by a bright and airy foyer with vaulted ceilings and tons of natural light. The spacious and inviting living room runs nearly the full length of the home and offers new tiled floors. A designated formal dining area is adjacent to the recently updated kitchen, which also has a window-side bistro table, perfect for breakfast or lunch. The vaulted-ceiling kitchen is filled with natural light thanks in part to two large stained-glass windows etched with colorful tropical flowers. It also has solid wood cabinets, pristine white quartz countertops with geode-inspired tile backsplash, in addition to high end stainless steel appliances. We only cook with gas at this stove, gas range is rare in Key West, but not in this kitchen. French doors give access directly from here to the backyard. The oversized primary bedroom with ensuite bath comes complete with a built-in office nook, and French doors that lead directly to the private backyard. Perfect guest bedroom with a guest bathroom across the hall from the guest bedroom, makes this home just perfect. This home comes with two driveways (one on Rose St. and another on Leon St.) with a service entrance giving access directly to the backyard lanai. The private backyard offers a heated pool, covered lanai, and additional storage. This home has a ton of storage space, again very rare for a Key West home. Completely private backyard, total privacy for you and your friends to feel very comfortable in this resort style backyard. Take a walk to the beach or jump on your bike and explore all that Key West has to offer.Call today for your private showing!

Experience resort-style living in this 3-bedroom, 2-bathroom corner unit in the highly sought-after Ocean Harbour community. This luxury gated enclave offers breathtaking ocean views and lush tropical grounds. Enjoy an array of amenities, including a tennis and pickleball court, an oceanfront clubhouse and fitness center, a waterfront pool, a marina with available boat slip rentals, a beachside tiki hut with BBQ, car charging stations, and more.This spacious unit boasts ocean views from nearly every room. The expansive screened-in balcony seamlessly blends indoor and outdoor living, with access from the living room, master suite, and second bedroom. The master suite offers a large ocean-facing window, a private bathing room, a separate double-sink vanity, and a large walk-in closet. The second bedroom shares the same stunning ocean-facing views, while the third bedroom enjoys the privacy of its own secluded balcony.Meticulously maintained, the unit includes new Cafe kitchen appliances, a new washer and dryer, and impact-rated doors and windows. Additional conveniences include a private storage unit steps from the front door and designated covered parking.

A Tropical Paradise Unlike Any Other! Prepare to be enchanted by this above flood, half duplex that will leave you in awe! With its vaulted ceilings and impeccable design, this turn-key, beautifully furnished home is ready for you to move in and start living the island dream. Surrounded by lush foliage on both sides, the private pool is a hidden gem, providing a serene escape. Step inside to discover the spaciousness of three bedrooms and two full baths, providing a comfortable and inviting living space. The beautiful open concept living room, kitchen, and dining area overlook the outdoor patio adorned with vibrant bougainvillea. The kitchen features a convenient breakfast bar, perfect for coffee and conversation. The primary bedroom is a true oasis with enough space for two beds. The primary bathroom boasts double vanities and a soothing jetted tub. Your guests will be captivated by the two guest bedrooms that overlook the glistening pool. Inside, youll find a washer and dryer, making laundry a breeze, while large closets offer ample storage for all your essentials. Parking is never an issue, thanks to a full car garage and a spacious driveway. The second lot provides an abundance of parking options for cars, RVs and boat trailers. Water enthusiasts will rejoice at the 35-foot seawall, capable of accommodating large boats for all your aquatic adventures. Quick access to the ocean or bay via Vaca Cut opens up a world of possibilities for exploration. Meanwhile, the fish cleaning station allows you to prepare your fresh catch right on your doorstep. Appreciate the privacy and tranquility with thoughtful separation from the neighboring half duplex provided by beautiful foliage.. Though this has not been a vacation rental, with weekly rentals permitted-the potential is unlimited . If youve been seeking a tropical paradise that offers luxury and convenience, look no further! This extraordinary half duplex is is a rare gem waiting for you to make it your own.

Luxury Living and Business Opportunity Now Available!This Gorgeous Vacation Home Offers A Highly Profitable Business AND Tranquil Retreat From The Bustling World.Waterfront Views All Around Welcome You To Your Waterfront Paradise In The Deep Sea Fishing Capital Of The Florida Keys! Completely Furnished, Turn Key, Short Term LICENSED Vacation Rental Offers Rarely Available 174 ft Dock AND Semi Private Boat Ramp. Plenty of Space for 4 plus boats or Yacht. This Impressive Home Sits On A Wide Canal WithDirect Access To The Atlantic Ocean. With Stunning Water Views Boasting a Remarkable Income in the Six Figures Annually. This Island Retreat Stands As A Testament to Both Luxury and Investment Potential. From The Moment You Enter, You Are Greeted With A Grand Open Concept Eutopia, Featuring Impressive Gourmet Chefs Kitchen With Stainless Steel Appliances and Seating For Eight. Great Room Is Thoughtfully Appointed, Offering Plush Furnishings And Comfortable Seating, Flat Screen TVs, All Included In The Sale! And Of Course, Those Breathtaking Waterfront Views! Each Of The Three Large Bedrooms Offer Ensuite Bathrooms and Plenty Of Storage. The 2 Main Suites Are A Sanctuary For Comfort Each Offering A King Bed, 3rd Bedroom Offers Queen Over Queen Bed & Full Trundle.The Sprawling Dock Provides Fish Cleaning Station, Electric, and Water.This Impressive Property With Plenty Of Parking For Cars and RVs not only accommodates multiple boats, but also serves as a picturesque spot for fishing, sunbathing, or simply soaking in breathtaking views.Whether Its Enjoying A Sunset Cruise, Kayaking, Or Exploring The Following Activities Just Minutes Away, Sombrero Beach, Marathon Airport For Flying Lessons, Swim With The Dolphins, Feed The Sharks, Scuba Diving Certification, Playgrounds, Restaurants Are All Available For You And Your Guests To Enjoy! Dont Miss This Only Opportunity To Live And Invest Where Others Vacation.

Discover this exceptional 3-bedroom, 2-bathroom waterfront home on an oversized lot, perfectly designed for coastal living and entertaining. Step inside to discover a bright and airy living space featuring tile flooring throughout offering both durability and ease of maintenance. The large master bedroom overlooking the canal is a true retreat. The spacious guest bedrooms provide plenty of room for family and visitors, ensuring comfort and privacy for everyone. Large downstairs enclosure is ideal for the office, game room or additional storage.The spacious backyard provides ample room to add a pool, creating the ultimate outdoor oasis. This property boasts 80 feet of waterfront and an airlift, perfect for boating enthusiasts. Enjoy a quick 10- minutes boat ride to the famous sandbars like Snipes, Marvin Key, and Mudd Key. Additional highlights include RV hook-up and ample parking for multiple vehicles. The 2018 roof and brand-new impact doors and windows will ensure you maximize your savings on insurance. ASSSUMABLE under $1,000 flood insurance!!Whether youre looking for a year-round residence or a vacation retreat, this home combines comfort, functionality, and prime waterfront living.

Luxurious Tri-Level Concrete Home in Key Largo! Welcome to your dream home in a highly sought-after Key Largo subdivision! This exquisite tri-level concrete residence is tastefully furnished throughout, creating an inviting atmosphere that complements the coastal lifestyle. Boasting a spacious layout, this home features four generously-sized bedrooms and three pristine bathrooms. The large kitchen is a chefs delight, complete with quartz countertops, two dishwashers, and an expansive island, perfect for entertaining guests. As you enter through the welcoming foyer, youll find an elevator that provides easy access to all three levels of the home. The outdoor space is equally impressive, with a private backyard that includes a relaxing poolside area, a privacy wall, and the covered downstairs offers a versatile space for entertaining or relaxing. Experience the best of Florida living with exclusive access to an incredible nearby homeowners park. Enjoy the convenience of a private boat ramp, dockage for up to 3 days, a bayfront picnic pavilion, a beach area, and breathtaking sunsets. This is one of the finest HOA parks in the Upper Keys. Situated in a prime location, this home offers easy access to renowned dining spots and shopping, allowing you to explore all that Key Largo has to offer. SELLER FINANCING OFFERED with 15-20% down, 30 year mortgage at 5.5% interest, one point origination fee!

Exceptional Opportunity in the Exclusive Stirrup Key Gated CommunityThis Gulf-front property presents a rare chance to own the least expensive home in one of the most prestigious neighborhoods of the Florida Keys. Nestled on an oversized 0.33-acre lot, this 3-bedroom, 3-bathroom home offers unparalleled value and the potential to craft your ideal coastal retreat.While the property has undergone a substantial $200K price reduction, it does require updating to match your style and vision. Its being sold AS-IS without a boat slip, making it the perfect canvas for your dream upgrades.Key highlights:Spacious layout: 1,802 sq. ft. of living space with endless possibilities for customization.Prime location: Located near MillionAir at Marathon Airport, ideal for convenient travel.Prestige and Privacy: Secure living in a sought-after gated community, surrounded by upscale homes and breathtaking Gulf views.Opportunities like this dont last long in Stirrup Key. Whether youre a retiree looking for a peaceful getaway or an investor ready to unlock its full potential, this home stands as a remarkable investment in a highly coveted location.Please note, 24-hour notice required for showings. Dont miss the chance to turn this property into your coastal haven!

This beautifully updated 3 story Foundry townhome in the exclusive gated Truman Annex community is a dream come true! The floor to ceiling windows and doors at the entry allow sunshine to filter into the main floor living space creating a bright and airy space. The main floor has 11 foot ceilings and double French doors that open to the private front courtyard and porch. The main living space has an open floor plan and the kitchen features stainless steel appliances. The microwave and dishwasher were installed new in 2024. The half bath is located on the first floor for convenience. Make your way up the stairs to the primary suite, located on the second floor with an en suite bath and walk in shower, along with a private balcony. The washer and dryer are located on this floor and were installed new in 2024. The floor to ceiling French doors and windows allows light to encompass the space. The guest suite is located on the third floor with an en suite bath and shower tub combo. The wall to wall windows allow natural light to flood the room. This home has a designated off street parking spot for 1 vehicle located just out front of the private courtyard. The Foundry swimming pool is a short walk. This townhome is just down the block from Trumans Little White House, and is an easy walk or bicycle ride to Ft. Zachary Taylor Park, The Coffee Butler Amphitheater and the Truman Waterfront, as well as the world famous Mallory Square and Duval St. The sale comes with a special use Truman Annex transient license with restrictions. This home is currently an active luxury vacation rental with rentals on the books into 2025 making an easy transition for buyers wanting use this as an investment property.