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

Welcome to a rare gem in the Key Deer National Refuge on Big Pine Key! This stunning property encompasses an oversized double lot and offers a unique opportunity to own a versatile and spacious retreat in one of the most sought-after locations in the Lower Florida Keys.This inviting home features 2 bedrooms and 2.5 baths, thoughtfully designed to accommodate large groups with ease. The expansive living areas include a generous living room that flows seamlessly into the outdoor spaces. For added sleeping capacity, youll find bunks cleverly incorporated into the laundry room and a Murphy bed tucked in the office.Step outside to discover a true paradise. The property boasts a large pool area complete with a tiki hut, outdoor kitchen, and screen porch patio - perfect for entertaining and enjoying the beautiful Florida evenings. The landscape lighting highlights the propertys natural beauty and creates a warm, inviting ambiance.For boating enthusiasts, the property is equipped with a boat lift, davits, and a fish cleaning station, with power and water readily available. Explore the nearby walking trails, or use the neighborhood boat ramp for convenient access to excellent diving and fishing spots, as well as serene backcountry beaches.Built for durability and ease of living, the home features a metal roof, concrete construction, and is all on one ground level - no stairs to worry about. The fully fenced and gated property ensures privacy and security, with a comprehensive security system in place. Additional features include a garage, laundry room, and beautiful evening light that enhances the propertys allure.Whether youre seeking a tranquil retreat or a lively gathering place, this property offers the perfect blend of comfort, functionality, and natural beauty. Dont miss this unique opportunity to own a slice of paradise in the Lower Florida Keys!

Discover your dream getaway in this charming island retreat, perfectly situated on one of Islamoradas most coveted streets. Surrounded by tropical lush vegetation, this all-concrete property offers the ideal blend of privacy and access to paradise, just steps away from Founders Park, featuring a beach, tennis and pickleball courts, and an Olympic-sized pool.This two-bedroom, one-bathroom home boasts multiple outdoor decks, including a spacious rooftop deck with breathtaking ocean views and refreshing breezes. Relax in the gorgeous pool or enjoy the abundant shaded yard space, perfect for family gatherings or tranquil afternoons among the vibrant flora.For added convenience, a separate one-bedroom, one-bathroom bonus studio downstairs provides extra space for guests, along with a garage for your vehicles and storage needs. Launch your boat from the ramp just 200 feet from your doorstep, making it easy to explore the beautiful waters of the Florida Keys.

This expansive Mid-Century Modern home is very impressive and well maintained. The home is 2388sf on a corner lot of just under 9000sf in one of the most desirable areas of Key West. There is a large dining room area adjoining the living room/sun room plus a spacious family room. The living room has a wall of glass with windows opening to allow air to flow from the outside, giving natural ventilation. Two skylights provide additional natural light. The home has an L shape design. There are a total of three bedrooms and two bathrooms split between both sides of the longer portion of the L shape. Two bedrooms have full baths and lots of walk-in closet space. The home could easily be reconfigured to have a fourth bedroom. The smaller end of the L is the family room and kitchen. The kitchen overlooks the family room and has a pantry area and washer/dryer. The family room has a fantastic view of the pool and landscaping through the large glass impact doors. The home benefits from mini-split ACs (which also provide heat) plus wall ACs, allowing for individual temperature control of each area. A stylish mix of tile and recently installed very attractive wood effect LVT are found throughout the home. There is a security system as well as new impact windows with additional shutters for added peace of mind and reduced insurance costs. The immense backyard is a wonderful place to relax. There is a spectacular large pool which can be heated or cooled, surrounded by a wide decorative concrete deck for sunning, punctuated by towering palms and tropical foliage including mango, key lime and lemon trees. The sound of the waterfall and fountain add to the serenity. There is also a shady gazebo overlooking the pool to rest or entertain in out of the sun. The yard also benefits from automatic gates opening to an off-street car parking area complete with car canopy. There are ample external storage areas as well as a shed.

Meticulously Maintained Coastal Retreat - Spacious Waterfront LivingThis original-owner, lovingly cared-for coastal retreat offers more living space than other homes of a similar style in the area, providing comfortable living both indoors and out.Upgraded to receive maximum insurance discounts, the home includes FULL impact-rated windows/doors, a metal hip roof, & single wraps for roof to wall connection, which will keep your insurance costs LOW. Theres also hardboard siding/soffits for added peace of mind. Designed for both entertaining & relaxation, this open-concept home features a generously sized living and dining area that flows seamlessly into the open kitchen or out to the outdoor living area, creating a bright and inviting gathering space.The expansive outdoor living area maximizes the southern backyard exposure, offering stunning sunset views. A fully fenced lot enhances security, while the outdoor space is perfect for entertaining, dining, and relaxing.The entire third floor is dedicated to the primary suite, providing a private retreat with abundant natural light and ample closet space. The spacious ensuite bathroom adds to the comfort of this serene sanctuary.This property boasts unmatched boating and water access. Situated on a flow-through culvert canal, it offers quick access to open water, with Looe Key Reef and world-class fishing and diving just minutes away. The 40-foot dock and 20,000-pound boat lift provide ample room for your vessel, making boating effortless.Additional Features:Legal downstairs storage enclosure--perfect for all your gear,Ample storage throughout to keep your space organizedAssumable flood insurance policy--a valuable asset,Lightly used as a second home since new, showing minimal wear.

THE place to live in the Upper Florida Keys! 3rd floor 2 bedroom, 2 bath condo with sensational ocean views. Waterfront clubhouse with exercise room and ample space for private parties. 50 slip marina with dockage available for rent. Prior to a dip in the pool work off a little energy on the tennis courts or a casual set of pickleball. Lounge under the tikis on the 12 tropically landscaped grounds or enjoy the heated free-form pool or jacuzzi. The large primary bedroom offers an ensuite bath and a large walk-in closet. The second bedroom is across the hall from a full bath. There is a boat ramp on the north side of the property as well as boat trailer storage. Gated community with designated under cover parking.Move right into this fully furnished and appointed unit.

Discover the chance to own one of the few 4-bedroom villas at the prestigious Hawks Cay Resort. This exceptional property offers a combination of luxury, location and investment potential. This villa features granite countertops, laminate flooring and many new stainless-steel appliances (currently on order), ensuring a modern and stylish interior. Its prime location offers unparalleled convenience, with canal access providing a clear route to the ocean, a dream for boating enthusiasts. Relax on the spacious back porch, soaking in the beautiful Florida Keys weather and stunning canal views that expand all the way out to the ocean. The villa is beautifully decorated with a coastal theme, creating a serene tropical retreat. For investors, this property is an incredible opportunity. You can enroll this property into the Hawks Cay rental program, or rent it privately, either way it can be rented on a daily basis, maximizing its revenue potential and adding significant value to the property. Alternatively, you can simply just use it as your personal Florida Keys getaway and not rent it at all. Boat docks are conveniently located just behind the villa and available for rent, catering to your boating lifestyle. Dont miss the chance to own this rare 4-bedroom villa and enjoy the best of Hawks Cay living.

If you are looking for the Island Life with the best boating access in the Keys, this is the property for you. This beautifully updated tropical Keys home on a lushly landscaped spacious 10,200 square foot lot, is located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable for its premier boating access to world class fishing and diving in both the Atlantic and the Gulf via Kemp Channel. Kemp is one of the deeper easier channels to navigate to the Gulf, and has a much higher bridge clearance to get under US 1 for quick and easy access to the Atlantic. This combined with having 85 of canal frontage on an extra wide canal with lots of room to maneuver, makes this property perfect for bigger boats. With two ensuite bedrooms and a split floor plan, this home offers extra privacy for family and guests. The large covered screened back deck spans the length of the house overlooking the canal and is the perfect setting for dining al fresco. There is a garage and large enclosure below, and plenty of room in the fenced yard to store your toys. Start and end your day on the rooftop deck, sipping coffee soaking in morning sunrises over Kemp Channel and savoring appetizers and cocktails as you enjoy the unique and spectacular Keys sunsets. This property has impact windows and a metal roof for your added protection and reduced insurance premiums. A 22 KW whole house propane powered generator keeps you comfy whenever we have a power outage. Located only a short 20 minute drive to Key West.

Welcome to your dream oasis in the heart of the Florida Keys! Nestled in the sought-after neighborhood of Breezeswept Beach Estates, this exceptional 4-bedroom, 2-bathroom ocean-front pool home offers the perfect blend of luxury, comfort, and coastal living. With breathtaking open water views and blue hole dredge, this home offers excellent fishing for the whole family from your own back yard; this property is a true sanctuary for those seeking an idyllic lifestyle by the sea. Situated on a generous 6,000 Sq. Ft. lot, this ocean-front pool home features expansive outdoor living spaces, making it the perfect retreat for relaxation and entertaining. The backyard pool, boasting heater for winter months, offers an ideal escape to cool off on a warm, sunny day while enjoying the refreshing breeze from the waterfront. A boat ramp offers added convenience, ideal for shallow draft skiff or kayak launch. As you approach this beautiful home, you are greeted by a meticulously maintained yard that showcases vibrant tropical landscaping, creating a welcoming atmosphere. The fencing surrounding the backyard offers both privacy and security, making it the perfect haven for families or those who love to entertain. Step inside to discover a bright, airy living space designed to maximize natural light and comfort. The heart of the home features expansive impact-resistant windows that frame stunning views of the open water, seamlessly blending indoor and outdoor living. The thoughtfully designed layout creates an inviting atmosphere, perfect for larger families or hosting guests. Step outside onto the large open back deck, featuring composite Cool Decking, ideal for entertaining and spectacular sunsets. This expansive area offers breathtaking water views, creating a picturesque backdrop for gatherings with family and friends. Dont miss your chance to make this exquisite waterfront retreat your own!

Step into this bright and airy two-story single-family move in ready home nestled in the heart of Historic Old Town Key West. Boasting 3 inviting bedrooms, 2 baths, and an open floor plan with a spacious kitchen and dining or bonus room, this residence offers the perfect blend of comfort and entertainment space. With the added convenience of off-street parking for 2 vehicles and its prime location within walking distance to an array of restaurants, clubs, and the waterfront, this home presents a wealth of flexibility for your ideal living experience.

Experience Florida Keys living at its best! This stunning 3 bedroom, 2 bathroom canal front home offers everything you need for a perfect coastal lifestyle. The open floor plan creates a spacious and inviting atmosphere, ideal for entertaining or relaxing with family. With impact windows and doors, you can enjoy peace of mind and energy efficiency.The home features a 2 car enclosed garage, providing ample storage and protection for your vehicles. The fenced-in yard is perfect for pets or children to play safely. The concrete seawall ensures durability and stability, while the covered porch offers a serene spot to enjoy the beautiful Florida weather.Inside, youll find newer wood floors that add warmth and elegance to the living spaces. The newer kitchen is equipped with modern appliances and stylish finishes, making meal preparation a delight. Plus, with great boating access to both the Atlantic and Gulf, you can easily explore the stunning waterways and enjoy fishing, diving, and other water activities.Dont miss this opportunity to own a piece of paradise in the Florida Keys!

Elegant townhome. Community is accessed by electronic gate. Spacious three-story floor plan includes covered entryway, 2 car enclosed garage, laundry room, private elevator, fenced yard, private covered patio on the ground floor. The first level features 2 bedrooms with ensuite baths and balconies. The top floor features soaring ceilings and floor to ceiling windows. The gourmet kitchen has granite countertops and an island with ample seating. A large dining area adjoins the kitchen, with French doors to another balcony. There is a third full bath and the living room features an entertainment center and French doors leading to yet another balcony. From the living room you can access a roof terrace. All balconies have views of sunrise or sunset colors. The community features two pools, a spa, a gym and a club house.Owner is a Florida licensed Real Estate Broker.

Unleash your vision and step into endless possibilities with this two-story duplex, a blank canvas located in the prestigious Meadows neighborhood of Key West. Packed with potential, this diamond in the rough is perfect for investors, developers, or dreamers looking to craft their masterpiece in one of Key Wests most desirable areas. The property is a blank slate for your imagination to design and transform. Envision two luxurious 2-bedroom, 2-bathroom residences, each tailored to your exact specifications. Whether your goal is a chic modern retreat, a classic Key West-style hideaway, or a profitable income property, the layout offers endless flexibility to bring your ideas to life. Nestled on a tranquil street in the highly sought-after Meadows, this property offers a peaceful escape while keeping you mere moments from Key Wests iconic attractions, vibrant nightlife, and renowned dining. Stroll down tree-lined streets, enjoy nearby waterfront views, and embrace the neighborhoods charming character--all while being close to the energy of Duval Street and the historic district. With renovation already started, this is your opportunity to take the reins and shape two high-end residences or craft the ultimate single-family sanctuary. Whether youre dreaming of a personal paradise, planning for vacation or long-term rentals, or developing a profitable multi-unit property, the potential for return on investment here is unparalleled. With its unbeatable location, untapped potential, and blank canvas, this property is ready to shine under your vision. Dont let this rare opportunity slip away.

Secluded Oasis! Discover this hidden gem in Midtown Key West--an immaculate, move-in-ready 2-bedroom, 2-bathroom home just minutes from two beautiful beaches. Designed for seamless indoor-outdoor living, this home features a full-wall sliding glass door, vaulted ceilings, and an updated open kitchen with brand-new Viking appliances (4-burner gas range & dishwasher). Step outside to your heated saltwater pool, surrounded by lush tropical landscaping with drip irrigation and landscape lighting. Enjoy modern conveniences such as motorized window shades, built-in closets, Sonos speakers in every room, and a motorized outdoor movie screen with Bowers & Wilkins speakers . An outdoor shower completes this private retreat. Built for sustainability and resilience, the home boasts hurricane-impact windows, doors, and skylights, along with solar panels and two Tesla Powerwall batteries that power the entire home. Since installation in November 2022, this home has been completely self-sufficient and off the grid. A rare find in Key West--schedule your showing today!

THIS UPDATED CBS POOL HOME on a 50 wide canal offers great boat access to the ocean and back country. 2 bedrooms/2 baths up and 1 bath down; the 1120 sq. ft. living area has been completely and tastefully renovated including impact-resistant windows and pocket-sliding doors. Porcelain tile wood plank floors extend onto the screened porch that runs the full length of the home overlooking the pool and canal. On the ground level youll appreciate the 1120 ft. garage / storage enclosure with the 3rd convenience bath. Abundant, well-planned solar lighting enhances the fenced, landscaped 10,568 sq. ft. corner property thats bordered by protected state-owned lands across both streets. Fruit trees include mango, lemon and lime, and youll find multiple colors of hibiscus and fragrant frangipanis. Additional features include a portable generator, metal roof, concrete seawall with step-down dock, davits and fish-cleaning station. 52 at the deep end, the 10 x 20 inground, gunite, salt system pool also has a swim jet. Theres an ideal spot for RV parking and room for a boat trailer, too. Meticulous attention has been given to a long list of details that the next owner will appreciate. Amenities for all ages can be found nearby at the Big Pine Community Park including tennis, adult bocce league, basketball, picnic pavilions, skate park, a new shaded playground, community building and so much more. Youll even be able to watch the annual 4th of July fireworks display at the park (one of several that can be seen from the inviting porch!)

This unique property is a rare multi unit in the heart of historic Old Town Key West. The charming front area has a wide porch nestled behind tropical foliage on a quiet street. An outside staircase on the left leads up to a cozy space on the second floor, with a treetop view of a mango tree. A walkway on the right leads to the secluded rear space, with three doors opening to a wrap-around deck facing a beautiful, tree shaded garden, with room for a pool. The garden space offers a peaceful retreat, perfect for relaxation and outdoor gatherings. This property is in an elegant, tranquil neighborhood, a fifteen-minute walk (or five-minute bike ride) from the lively, restaurants, galleries, shops and vibrant attractions centered around Duval street, and Mallory Squares world-famous Sunset Celebration. This exceptional multi unit is ideal for a large family or an investor seeking multiple units. The property has been rented as is for many years with month-long or longer leases. For the buyer, there is a great opportunity to multiply the value (and potential revenues) of the property with judicious renovations. Property located in the X flood zone.

Located in Little Torch Key, this 2-Bedroom, 1144 sq ft waterfront home boasts breathtaking open water views offering a front-row seat to mesmerizing sunrises and tranquil ocean breezes. Enter into the bright and airy Great Room where a wall of impact glass windows look out to picture perfect water views. The open Kitchen features top-grade appliances, sleek wood and granite countertops, ample storage and a center cooking island to gather around to take in the amazing ocean views. Morning coffee and evening cocktails are enjoyed on the spacious wrap-around Porch also overlooking the water. The large back yard offers a private outdoor shower, additional storage space and a walkway to the composite dock with davits and deep water ocean access. World-class fishing and diving and spectacular Looe Key are just a short boat ride away. Minutes to shopping and dining with the magic of Key West 30 minutes away. Can come furnished.

Transient Rentals allowed! You read that correctly. Short Term Rentals are permitted in this townhome! Currently, the lowest price per sq ft for any transiently licensed property (thats NOT a condotel) in Key West offered for sale in the MLS. This 3 bedroom, 3 bath end unit is the biggest floor plan built in Coral Hammock. Two other 3 bed units closed within a year for $1.20M & $1.15M. This one is on the interior of the neighborhood, so 8 offers better parking than some others & less road noise than others. Upper level boasts 2 bedrooms, 2 baths & ample closet space. Primary bedroom (upstairs) features garden tub, newer vanity & tiled custom shower. Second bathroom on upper level has shower/tub combo. Both upper-level bedrooms have french doors that lead out onto covered balcony spanning the entire width of the townhome. Not all townhomes have 2nd floor balcony this long. Lower level has 1 bedroom, 1 bath, kitchen, dining area / den & closets. Lower level also features 2 sets of french doors that lead out from the den as well as bedroom to covered back porch. Front door (on lower level) protected by covered porch as well. Recently replaced Central AC, wood on exterior steps/ porches, plus some interior flooring. Gated community boasts pool, club house w/work out room & Short Term (transient) Rentals! Close to the lower Keys only golf course (KW Golf Club), hospital, several marinas, airport, beaches, bars & restaurants. Just a short ride into Old Town KW w/ world famous Duval St.. Not here all the time, no problem - Lock it & Leave. HOA (not a condo) takes care of pool & grounds. Gated community so you must have code to enter gate. May not be able to accommodate all showing requests due to short term rentals already on the books. Please do not disturb guests. Please note, short term rentals recently restarted, seller has NO rental history for past few years to share.

Opportunity is Knocking...Open the Door!!! Nearly 1/2 acre of land in coveted Largo Sound Park. Unique property is cleverly laid out. Left structure has 3 bedrooms, 2 baths, a full kitchen, a living room, and a bonus room/Florida room. The right side has a separate entrance, kitchenette, office, bath, recreation room and garage. The roof covers both sides with a walkway between, all with separate entrances situated on 4 lots in the X-Zone (highest elevation in the Florida Keys). This neighborhood offers a voluntary waterfront homeowners park for a minimal annual fee, you will have access to a picnic pavilion, play area, sandy beach, and boat ramp. Easy Immediate ocean access by North or South Creeks while the bay may be easily accessed via Adams Cut. Close to school, shopping, restaurants, and easy commute to Miami. Delight in all the Florida Keys has to offer: Boating, swimming, snorkeling, world class fishing, and scuba diving. See documents tab for layout of home. SALE OF PROPERTY SUBJECT TO COURT APPROVAL.

Nestled in the charming town of Layton with a population of approximately 200, this CBS canal-front home offers 2 bedrooms and 2 bathrooms. The residence has an open living concept with vaulted ceilings, and the large glass sliders leading to the screened porch enhance the feeling of a spacious living area. Stepping onto the porch, characterized by its vaulted ceilings and ample space, seamlessly extends the living space outdoors.The open-style kitchen provides abundant counter space, and the bedrooms feature vaulted ceilings, sliders leading to a wraparound porch, and oversized windows that welcome natural light. The primary bedroom includes two closets, one of which is a walk-in closet. AC installed in 2022, water heater in 2024 and metal roof in 2014. The downstairs outdoor living space serves as a delightful gathering spot, offering the option to relax in the shade under the house or bask in the sun by the pool, constructed in 2019 and equipped with both a heater and a chiller. In addition, a 10,000lb boat lift was installed in 2018. The canal system winds through the mangroves and opens into the Atlantic Ocean near the Channel 5 Bridge, with a 65 clearance and offers easy access to the bayside. There is a community tennis and pickleball court.

Great location in Pearlman Estates! This large 2084 square foot home has 6 bedrooms, and 4 baths. The original house is CBS and has 4 bedrooms, a large office with a bathroom, and stairs leading to an additional 2 bedrooms and bath. Wonderfully maintained, this home has stone tile in the LR, DR, kitchen and office area. Expansive office has a full bath, a utility room for extra storage, washer/ dryer, and stairs leading to the upstairs 2 bedrooms and full bath. Additionally, the upstairs can be accessed via an exterior door from the back yard if desired. This home allows for a flexible floorplan, perfect for additional family, friends or relatives to have their own space. All windows and doors are either impact or have impact accordion shutters. The large back yard is fenced, and there is more than enough room for a pool. Off street parking for multiple cars.