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

Come explore 17270 Old State Road 4A, a rare gem nestled on almost 3 expansive acres of prime oceanfront land in Sugarloaf Key. This stunning property offers sweeping, unobstructed open ocean views, making it a perfect escape or retreat for those who appreciate natures beauty and tranquility.Featuring large wrap-around decks on both floors, this home is designed to seamlessly blend indoor and outdoor living. Take in the breathtaking vistas, enjoy sunset views, or entertain guests in style, all from the comfort of your expansive decks. For a truly panoramic experience, head up to the crows nest viewing area on the roof, where you can enjoy 360-degree views of the surrounding waters and lush landscapes.Enjoy ultimate privacy with a long, 500-foot driveway that leads you to your secluded paradise, away from the bustle of everyday life. Surrounded by natural beauty, this property offers a sense of peace and serenity thats hard to find anywhere else in the Florida Keys.With plenty of room to grow, this property offers endless possibilities. The large cleared lot provides ample space to expand the current footprint of the home, whether by extending out onto the decks or adding additional structures on the land. Whether youre looking to build your dream home or create a larger, more elaborate estate, the options are limitless.This is truly a one-of-a-kind opportunity to own a piece of paradise in the Florida Keys. Dont miss your chance to own a slice of heaven at 17270 Old State Road 4A, Sugarloaf Key--where luxury meets nature in perfect harmony.

Nestled in the heart of Tavernier in the Village of Islamorada, this waterfront gem at 324 Woods Avenue is the perfect blend of elegance, comfort, and island living. This property isnt just a home--its a lifestyle experience. Imagine waking up and starting your day with a cup of coffee on one of two waterfront balconies overlooking the serene San Pedro Lake. From sunrise to sunset, this home offers views that will make every moment feel like a vacation.Step inside and youre greeted with an open-concept living area designed to let natural light pour in, creating an inviting and refreshing ambiance. Recently updated to reflect the modern charm of island living, this home is truly move-in ready for those seeking a luxurious Florida Keys retreat.If youre a fan of outdoor entertaining or simply love to relax by the water, youre in for a treat. This homes resort-style outdoor space includes:An Infinity Edge Pool with decorative finishes and custom lighting.A covered patio complete with a built-in bar for hosting unforgettable gatherings.A private dock with a fish cleaning station--perfect for anglers.A boat lift and jet ski lifts for easy access to the water.A media room just off the pool, that can compete with any theater in town, complete with wet-bar and bath. Lush landscaping with tropical palms, accent lighting, and paved walkways for added elegance.With direct Bay and ocean access via Tavernier Creek, this home is a boaters paradise. Whether you enjoy fishing, diving, or simply cruising the turquoise waters, adventure is always just a step away.Whether youre looking for a full-time residence or a vacation home, accessibility is key--and 324 Woods Avenue delivers. This is more than just a home--its an opportunity to embrace the lifestyle youve always dreamed of.

Beautiful open water 5 bedroom 4 bathroom South Point Sugarloaf Key dream home. Very well laid out for an array of guests or family to gather with a split floor plan including a large master suite with a wall of windows to wake up each morning to the turquoise water of the Florida Keys. Enjoy wall to wall stunning open water views, there are so many areas to bask in this waterfront delight. The 12,500 sq. ft. lot offers an endless array of possibilities for outdoor play or the addition of a pool. The 120 ft. concrete seawall with davits is a boaters delight for great and easy access to world class fishing, diving or lounging at the famous sandbars. The elevated home allows for the entire lower level to be another outdoor lounge and entertainment area. There are two large storage areas to store all your toys and gear as well as plenty of room for parking.Enjoy the magic of peaceful waterfront living in one of the Lower Keys most coveted neighborhoods and also just a 15 minute drive from Key West. Schedule your private showing today, in person or with a live video showing.

Freshly renovated throughout and nestled on one of Old Towns most coveted streets, youll discover this captivating home steeped in rich history. The kitchen has new granite counters, new stainless-steel appliances & has been opened up to completely transform the space creating a modern feel and functional room. The Richard Roberts home, originally transported from Green Turtle Cay, Bahamas in 1847, stands as a cherished Key West icon. With 4 or 5 bedrooms, 3 baths, plus an office space (or 5th bedroom), its versatile floor plan offers endless possibilities. Enjoy the outdoors with four inviting porches (two on each side), warm wood pine walls, and heart pine floors throughout, this residence has earned 2 stars through the years from the Historical Florida Keys foundation. A wonderful great room or downstairs primary suite effortlessly spills onto a side yard deck & jacuzzi. Access to the second floor is via an outdoor staircase and the third floor hosts a generous bedroom and bath suite or could also serve as two bedrooms. This historically significant home is a true Key West landmark. Just 3 blocks from Duval St. & the waterfront, its quiet neighborhood is walkable to all the shops, galleries & fine restaurants.

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. Owners are licensed Real Estate agents.

Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with the added benefit of high-demand rental income. This remarkable home offers refined style, privacy, and a proven rental history, appealing to buyers who value luxury and the allure of a tropical lifestyle. Behind an unassuming facade lies a sophisticated residence filled with high-end details. Restored in 2017, this home features three spacious bedroom suites, each crafted for comfort and seclusion. The open floor plan flows seamlessly from a bright, inviting main living area to a gourmet kitchen equipped with vein-cut onyx countertops, stainless steel appliances, and a dedicated bar with a wine cooler--perfect for both entertaining and everyday indulgence. The living area extends to a private backyard oasis with a covered outdoor lounge, a heated saltwater pool, outdoor shower surrounded by lush greenery. The second-floor suite boasts a private rooftop deck, an ideal space for sunbathing or stargazing. Set in the preferred X Flood Zone, with impact windows and doors, this home blends modern flair with classic Key West charm, featuring light-filled rooms, 14-foot tongue-and-groove ceilings, and white oak hardwood floors. The classic shotgun-style layout guides visitors from the welcoming hallway through to the tropical backyard, creating a tranquil escape perfect for relaxation or entertaining. In a prime location, the property is within walking or biking distance to Key Wests best beaches, restaurants, and shops, allowing you to enjoy all that the area has to offer with no need for a car. Bonus is Off-street parking for a small car, a rare convenience in Old Town. This unique property, features an 8 x 4 Alan Maltz -a local artist- mural in the pool. Enjoy both seclusion and easy access to Key Wests most popular spots. Dont miss your chance to own this luxurious home offering style, charm, and great rental income potential in Old Town! Video tour https://tinyurl.com/1116Packer

POSSIBLE OWNER FINANCING FOR QUALIFIED BUYER:Exquisite newly built residence showcasing world class architecture and luxury in one of Key Wests more idyllic Old Town neighborhoods.Located just a leisurely stroll from the iconic White St. Gallery District, where one can indulge in a local cuban coffee, dine in a Mediterranean restaurant or browse through the wide selection of art galleries and boutiques for local treasures.1324 Duncan St. offers an unparalleled blend of elegance and sophistication, adorned with the finest materials, including stunning hardwood floors, custom plantation shutters & window treatments, a captivating selection of designer wallpaper, Eastern Accent linens in every bedroom and carefully selected artwork, creating a truly luxurious living experience.Gourmet kitchen, outfitted with custom cabinetry, accented with gold finishes, granite countertops & finished with glassware, silverware and everything you need for a seamless move-in experience.Exceptional layout features, three bedrooms, each with private en suite bathroom, where the designer has scored a full 10 with their combination of gorgeous ceramic tiles, quartz countertops, accented wallpaper and carefully selected fixtures. A stunning furniture package gives that finishing touch creating exciting and colorful ambiance.Open floor plan lends itself to the modern day living with living room opening out to the newly landscaped private oasis featuring a saltwater cocktail pool & patio.The combination of the elements has resulted in a true Key West masterpiece, additional features include impact windows and patio doors, X-flood zone, landscaped and fenced in for privacy, Chicago brick walkways, security and alarm system.The home is being offered completely turn-key including a brand new 2025 Evolution Ranger Plus golf cart with sound bar, rear storage, back up camera, upgraded battery, and warranties. Welcome to Key West living at its finest.

This serene and charming single story conch house sits on a very private quiet corner lot in the popular Meadows neighborhood. The 3 bedroom 2.5 bath home has had significant updates and extensive remodeling over time including an office space, large well appointed kitchen and great room which opens to an expansive covered porch, mature garden, and pool. The heated pool has a waterfall feature and also a lap lane. There is a delightful separate one bedroom cottage with private bath and loft space. A concrete block shed on the property is useful as a work shop and laundry room.There is gated off street parking for cars and also a drive way at the rear of the property that could be utilized for trailer or boat storage.

**Cash buyers welcome, with potential owner financing options available** Welcome to your dream oasis in Old Town Key West! This recently updated home boasts a lush fenced yard enveloped in tropical landscaping, offering both privacy and serenity. Enjoy off-street parking and a charming large front porch complete with a swing, perfect for lazy afternoons.Step inside to discover an open concept layout adorned with Miami Dade County pine accent walls, creating a warm and inviting atmosphere. The spacious outdoor area beckons with a sparkling pool featuring a soothing water feature, a dining area for al fresco meals, comfortable seating for relaxation, and a covered area with a TV for outdoor entertainment.Entertaining is a breeze with this homes versatile layout, ideal for hosting gatherings with friends and family. Work from home effortlessly in the designated office space, and retreat to the balcony off the primary suite for peaceful moments with a view.Conveniently located just a short walk or bike ride from all that Key West has to offer, this home combines luxury living with the quintessential island lifestyle. Dont miss out on this rare opportunity! Schedule your showing today.

Come enjoy this beautiful Oceanside Waterfront & Pool home in Key Largo. This corner lot home offers 4 Bedrooms and 3 Baths, with 2088 sqft under A/C. This home was completely remodeled a couple of years ago. It also has a new metal roof, impact resistant windows and doors. It offers a large lot with 8130 sqft of land. Enjoy all the indoor and outdoor space with your family and friends. The second floor you have an open living concept with kitchen, dining, and living area, you also have a full bath and a nice bedroom. On the third floor, you have the laundry room, two additional bedrooms, and a huge master suite. Both levels have terraces overlooking the pool and the dock. By the pool you have a beautiful BBQ outdoor kitchen, TV, sitting area for entertainment, and a Jacuzzi spa. At your dock you have a 15,000lbs aluminum boat lift and two jetski floating docks. It also offers an outdoor cargo elevator for your groceries, and any other large item (1000lbs capacity) that you would need to send to the second or third floor. This property offers quick and direct ocean access thru South or North Creek, and bay access through Largo Sound and Adams Cut. In minutes you could be at all the gorgeous reefs, snorkling or fishing. This home has plenty of room for everyone. Call today!

Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether youre looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Both units come fully furnished, and the upstairs unit has a long-term tenant in place, ensuring immediate rental income.Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

6,254 square feet of land, corner lot, park your RV, add guest house, etc. Two on site parking spaces. Renovated to convert to single family, currently set up as two units, one two bedroom, two bath with large sleeping loft and a one bedroom, one bath, (two legal units). Both floor plans attached, as is and the proposed converted to single family. New heated pool, new metal shingle roof, entire two bedrom is new and new IPE decking. Tennis courts across the street. Keep as is and rent one side or easily convert to a single family home. Room for your RV on the very large fenced lot.

Spacious two level single family 5 bedroom home in great residential neighborhood within walking distance to beautiful Sombrero Beach. Approximate 100 of water frontage on an approximate 100 wide canal with shore power for boats. Screened in pool, high ceilings, marble baths, roof top deck perfect for sunsets, sunbathing, star gazing and watching the July 4th fireworks! Two tiki seating areas, fish cleaning station, commercial ice machine, bait freezer. Close to shopping, school, hospital. Currently an active vacation rental.

This gem is perfect for boaters and someone with a vision to design. This amazing property is ready to make someone very happy. It comes equipped with 2 boat lifts and a concrete dock. Just minutes from the gulf and ideal for someone who loves to fish. You will not find a better property in Marathon at this price point. Theres room for a pool and an area for docking multiple boats. Marathon is the ideal city in the Keys with tons of amenities for everyone. This 3 bedroom 3 bath house with another 2300 sqft. of space on the 1st floor to store all your boating essentials. The property is also equipped with a 10,000 gallon concrete cistern with pump. Come take a look at this once in a lifetime property.

Tranquil well maintained home professionally decorated on a private island five minutes off of Key West. Sunset Key. Tropical island living at its finest. The island has beautiful sand beaches , community resort style pool, tennis courts , fitness center, full service spa and a ocean front five star restaurant and bar. This exclusive community is dreamy and very secure. the ferry service to and from Key West runs 24 hours. Experience the serenity of truly being away from it all while just a short ferry ride to all Key West has to offer. Great investment opportunity for vacation rental.,history can be provided.

Make all of your Florida Keys fantasies come true at Fantasy Harbor! Were willing to bet you never even knew this gated community on Islamoradas Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut reminiscent of relaxing Bahamian nights after a day on the water. Quiet & private living situated just off the Florida Bay in a protected harbor with 99 concrete seawall on cap rock plus boat lift. This one is a winner!

Welcome to this character-filled, 3 bedroom, 2.5 bathroom home, built in 1918, which is situated in a much sought-after neighborhood found within the X-zone. As you enter the home, the charming foyer features rich wood floors, crisp white walls, and a convenient half bath. A staircase leads to a bright and spacious bedroom/sitting area, ideal for hosting guests. While the main floor corridor guides you to what the rest of the Old Town home has to showcase. A guest bedroom offers a versatile space, easily accommodating twin beds or a king, his-and-hers closets, and a private en suite bathroom with a relaxing tub. The living room is bathed in abundant natural light, thanks to french doors that offer a view of the inviting backyard. The kitchen features granite countertops, stainless steel appliances, and a designated island with ample workspace and bar stool seating. A master bedroom is strategically located on the far end of the house. One of its standout features being French doors layered with ouver exterior shutters that open directly to the pool. This room also boasts his and hers closets and an ensuite bathroom, including a sleek marble and glass block shower. The backyard is the ultimate entertainment space, with a spacious covered lanai for relaxation. The washer and dryer are housed in a designated outdoor shed next to the outdoor shower. The backyard also offers direct access to and from two bricked off-street parking spaces.

Welcome home to 531 Frances Street, located in the heart of old town Key West within walking distance to shops, restuarants, harbor walk and Duval. From the white picket fence to the wide front porch, this charming home is a classic. The first floor features high ceilings and gorgeous natural light in an open floor plan. The living room, dining and kitchen all open to the decked pool area. A covered loggia is perfect for outdoor dining, entertaining or relaxing rain or shine. The heated blue tiled pool is the focal point for the outdoor space. The primary bedroom with en-suite bathroom, den/third bedroom with walk-in closet and convenient half bath are also located on the first floor. Upstairs is a guest suite including a bedroom and a large bathroom that has plenty of storage space and access to the upstairs deck. The brick walkway, formerly used as parking, meanders around one side of the house and on the other side is a ramp which is one aspect of the full accessibility of this home. The location on the corner of Frances and Stump Lane is ideal, tree lined and surrounded by beautiful homes. Features and amenities include Smart Home technology with cameras and thermostat, Rain Barrel water collection system, Azek and wood decking. This home has been lovingly maintained and will please the most discerning buyers.

Tucked away on a hidden lane just a half of block off of Duval Street, 1 and 2 Aronovitz Lane is a true diamond in the rough! A one of a kind opportunity that is being offered for the first time ever. This listing consists of two platted lots with a total of three development rights and 5,614 sq. ft. of land. The existing well maintained house at 2 Aronovitz Lane is a two bedroom/one bathroom Conch style cottage that is considered a non contributing structure according to HARC. This expands the available options for the redevelopment opportunities with the combined properties. The vacant lot at 1 Aronovitz Lane was once a legal duplex. The build back letter from the City of Key West is included in the documents section along with the surveys for each parcel being offered. The owner will only sell both parcels together. The time is now to make this unique property your very own island destination!

Discover ultimate Florida Keys living at this stunning three bedroom, two bath single family pool home with double garage located in the desirable Sombrero Beach area. Set on a spacious 12,470 square foot waterfront lot, this property boasts 105 feet of clean, concrete seawall and deep water dockage, making it a boaters paradise with 15,000 lb boat lift and 4,000 lb davit. Whether youre an avid fisherman or love to spend your days on the water, gain access to Ocean and Gulf in minutes. This concrete constructed haven built in 2001 by Jeff Ryder sits above flood with impact windows/doors and a barrel tile roof ensuring peace of mind and lower insurance costs. Find quality construction throughout with 10 foot ceilings, 8 foot solid wood doors, tile flooring, crown molding, plantation shutters and a brick pavered driveway. Step inside the enormous great room that flows from living to kitchen and to both formal and informal dining areas. Chefs kitchen is complete with a plethora of cabinetry, granite countertops, expansive center island, pantry storage, and propane stove. Primary suite features floor to ceiling impact sliders with views of the canal and pool, as well as a walk-in closet, marble topped double vanity and access to the screened-in porch. Two more guest bedrooms and a guest bathroom complete the interior with potential for a fourth bedroom. Store rods, reels and 2 vehicles in the double garage that also houses the washer, dryer and solar powered hot water heater. Enjoy the tropical outdoors while floating in the 2020 installed heated pool with marble decking and beautifully landscaped yard. The 360 square foot screened waterfront lanai is ideal for indoor-outdoor entertaining. Lush, tropical landscaping completes the property with many palms, orchids, and even a mature stag horn fern. Room to park toys and trailers on the side yard too. This is the one for waterfront living, dont miss your chance to own this exceptional slice of paradise in Marathon.