Lower Keys Real Estate for Sale, Homes and Condos in the Florida 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.

OPEN HOUSE SUNDAY 11/10/24 12-2pmSo much potential for this property...A+ Neighborhood.4 bedrooms, 3.5 baths total. Main House: 2bed/2bath and 2,084 sq. ft.Apartment: 2bed/1.5 bath and 858 sq. ft.Total air-cooled space = 2,942 sq. ft. Garage = 732 sq. ft.Utility Room:150 sq. ft.Solid, spacious concrete home with large rooms and windows throughout. Detached 2-Car garage with bathroom and laundry facilities.858 sq. ft. apartment over the garage has a private entrance.This property sits on two parcels, each parcel is 6000 sq ft for a total of 12,000 sq. ft. Each parcel carries its own ROGO for a total of 2 ROGOSNew central air conditioning in both homes. On-site Kohler propane generator conveys and will operate both homes when necessary with a 250 gallon tank which has been installed on site. The home at 3808 Eagle offers architectural details from the 1960s. The entry to the home and one wall of the living room showcases fossilized coral rock accents. The floors are marble and the open concept living/dining room sections off with original beveled glass pocket doors. The tray ceiling in these rooms feature indirect accent lighting and the dining room has built-in cabinetry. The 2 spacious bedrooms each have a vintage full bathroom plus walk-in closets. The entire house is surrounded by large windows, all with interior folding shutters and there is also a wonderful library/office with built-in cabinets and a rolling ladder!The yard is bricked and offers a 300 sq. ft. gazebo and room for a pool. The apartment is above the garage and has 2 bedrooms, 1.5 baths, kitchen, & both an interior staircase from the garage and exterior spiral staircase off the 2nd bedroom. May be purchased with 3807 Flagler Ave. for three contiguous, ROGO exempt lots equaling 17,000 sq ft of land.

Welcome to 822 Georgia Street, an exceptional 3-bedroom, 3-bathroom residence on a prominent corner lot in the desirable Meadows neighborhood of Old Town Key West. This award-winning property, recognized with a Historic Florida Keys Preservation ceramic star in 1986, has been cared for over the years and underwent an impressive renovation in 2022. Spanning over 1,750 square feet, the home showcases thoughtful design and superior craftsmanship. This home offers the added convenience of a den already configured as a fully functional office space. The kitchen, a centerpiece of the home, features bespoke wood cabinetry, quartz countertops, and a spacious center island, flowing effortlessly into a living area with soaring 16-foot vaulted ceilings. A stained-glass window bathes the space in natural light, while a handsome staircase leads to a tranquil second-floor bedroom suite. Outside, a coral stone pathway winds through lush landscaping, guiding you to a private deck, pool, and an inviting hot tub. French doors from the living area open to create an effortless connection between indoor and outdoor spaces, perfect for entertaining, relaxing, or enjoying a meal with family and friends. Practical additions include a ramp, two storage areas, irrigation, and landscape lighting. Located within walking or biking distance of Duval Street, the Historic Seaport, and Key Wests top-rated restaurants, this property offers more than just a place to live--its an opportunity to immerse yourself in the best of island life. From quiet poolside mornings to lively evenings spent entertaining, 822 Georgia Street is a true Key West treasure. Dont miss your chance to call this piece of paradise your own. Schedule your private viewing today!

Welcome to the breathtaking Casa Caselles townhouse, boasting picturesque water views from each of its four private balconies! This recently renovated residence features an updated floorplan, kitchen, baths, and storage, complete with impact windows and doors, custom lighting, tile flooring, and elegant granite countertops. The gourmet kitchen is a chefs delight, showcasing stainless steel appliances, a wine cooler, custom cabinetry, and a spacious island perfect for entertaining and dining. Each bathroom is adorned with floor-to-ceiling wall tiles, exquisite vanities, designer lighting, and top-of-the-line fixtures. Enjoy stunning views of the beach, ocean, and beyond from the walk-out decks located off the living room and primary suite. Ample storage is available with multiple walk-in closets and recently added custom closets for your convenience, whether for storage, hobbies, or recreational gear. The bedroom level features vaulted ceilings complemented by beautiful stainless steel cable staircase railings. A large carport provides covered storage for your vehicle, scooter, and golf cart, leading to a quiet sitting room and additional storage. Outside, the entertainment area beckons with a luxurious hot tub, glass-top bar, expansive lounging area, manicured hedges, and a low-maintenance private backyard. A huge storage room with built-in shelving offers even more organizational options. Situated in a gated community directly on the Atlantic Ocean between two nature preserves, this home exudes a quaint Mediterranean feel and provides a front-row seat to breathtaking sunrises and wildlife sightings. The beachside pool offers VIP seating for star-gazing, fireworks, and watersports, making it the ultimate retreat for relaxation and recreation. This exclusive 20-home complex is designated for owner-occupancy only, ensuring a serene and private atmosphere with no rentals allowed. Dont miss this opportunity to experience luxury coastal living at its finest.

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 this beautifully renovated mid-century modern home in New Town, Key West. Located at the end of a quiet street, this 4 bedroom, 3 bathroom residence sits on a 9,000+ square foot lot with exceptional privacy, blended with sophisticated indoor-outdoor living.High-end finishes are thoughtfully integrated throughout the home, from sleek surfaces to custom cabinetry. The open concept design creates a seamless flow between living spaces, perfect for hosting gatherings of any size. The kitchen is outfitted with premium appliances and designed to inspire creativity and functionality.Step outside to a private oasis off the primary suite, where the large pool and attached spa are surrounded by lush, tropical landscaping, lounge space and anchored by a covered barbecue & dining area. The property includes an attached separate 4th bedroom and bath in-law suite in a tranquil setting. There are 2 storage units with electric & water behind privacy gates. Ample off-street and on-street parking, this property offers convenience, comfort, and a rare level of privacy in a highly desirable neighborhood. A true reflection of modern elegance, this home delivers a luxe lifestyle in an ideal location. For more information visit:https://keywestrealestatephoto.hd.pics/2711-Seidenberg-Ave/idx

This charming two-story Old Town cottage in Key West is ideally located just a half block off of Duval Street. The interior was beautifully renovated throughout with new floors, updated kitchen and impact windows & doors. The first floor includes a master bedroom with French doors leading out to an in-ground swimming pool. Upstairs, a loft provides a spacious guest bedroom. Overlooking the large pool and guest cottage which features vaulted ceilings and tiled flooring. A spacious wood deck covered by a large tiki hut connects the main house and guest cottage, creating a seamless indoor-outdoor living experience.The private pool, surrounded by lush landscaping, offers a tranquil retreat characteristic of Key West living. Additional amenities include an outdoor shower and covered off-street parking.

Escape the noise of the city and enjoy the simple pleasures of life in this 4-bedroom, 3-bath home. Nestled on Solares Hill in the X Zone and tucked away on a charming lane, this property offers a unique living experience. Step into a home that exudes rustic charm with timeless, rich wood flooring and vaulted beamed ceilings. The sitting area is enhanced by a built-in hutch, perfect for displaying cherished china or storing essentials. The kitchen features sleek Corian countertops, a propane stove, and additional Whirlpool appliances. French doors create an open and airy atmosphere connecting the living and dining areas to a cocktail pool and outdoor sitting space on new wood decking. This tranquil oasis is perfect for unwinding on sunny afternoons, with the added luxury of an outdoor shower. Two comfortable bedrooms share a spacious bathroom. One bedroom features Dade County accent walls which adds a unique and stylish touch. The master bedroom is a sanctuary within your home, a place where you can unwind and recharge having access to the outdoor deck. The ensuite bathroom welcomes light through a porthole window. As you ascend the outdoor steps, youll discover an addition to this property - an oversized studio. This unique space offers a private sun deck entrance, a full kitchen, and a bathroom. The property is equipped with Kevlar hurricane shutters, a roof less than 3 years old and offers a rare gem: two coveted off-street parking spaces. This location makes for a wonderful monthly rental opportunity.

Step into a hidden indoor-outdoor sanctuary with the charm of a secret garden, blending timeless Key West style with lush sophistication. This extraordinary property invites you along a tropical pathway lined with exotic palms, unveiling a classic Key West home framed by a serene water feature, a spacious covered porch, and one of the islands most captivating gardens.Inside, the home boasts 12-foot-high ceilings, elegant French doors, and beautiful hardwood floors, enhancing the sense of space and natural light. Featuring 2 bedrooms and 2 bathrooms, the open-concept layout offers seamless flow and idyllic tropical views from every window. An iconic outdoor shower surrounded by vibrant island greenery and a second water feature in the side garden complete the tropical retreat experience.With two off-street parking spaces and a prime location in Key Wests sought-after Old Town neighborhood, 711 Ashe Street offers effortless living just moments from the islands finest beaches and restaurants.

Step into over 2800 sq ft of luxurious living space in this tropical oasis. Nestled close to the open waters, this home boasts 75 ft of dockage on a crystal-clear, deep canal.This turnkey home is a complete package, offering all furniture, artwork, kitchenware, bedding, and more. Enjoy leisure time in the large 2nd story bonus living area with a pool table and included televisions.For boating enthusiasts, theres a boat lift and jetski lift, as well as a concrete seawall for added convenience. With no neighbors on either side, privacy is paramount.The property features impact-resistant doors and windows, a metal roof, and assumable flood insurance, keeping insurance costs low. A brand new Generac 24KW Whole House Generator with 2 propane tanks ensures the home remains powered for up to 5 full days.Outdoor entertaining is a breeze with a Lynx Barbecue Grill and Traeger Smoker Pro Series, both brand new.This home is impeccably maintained and truly one-of-a-kind in the lower keys. Just bring your flip flops and bathing suit, and youre all set for the ultimate tropical lifestyle!

PRE-COMPLETION PRICING AVAILABLE! Exquisite New Construction Home scheduled for completion in early 2025! Discover luxury living in this coastal haven. Boasting CBS construction, metal roof, impact windows & doors throughout. This 4 bedroom, 3 bath home is the epitome of modern elegance and coastal charm that boasts over 4,400 sq. ft of finished interior & exterior luxury! Step inside to be greeted by a beautiful, upscale kitchen featuring stainless steel appliances, shaker cabinets, & quartz countertops. The stunning floating staircase & porcelain tile flooring throughout the interior add to the homes contemporary allure. Open living spaces are designed for seamless entertaining & relaxation, with large windows that flood the interiors with natural light & provide picturesque views.This Green Certified home is equipped with (3kw) solar panels, water cistern, & grey water reuse system, showcasing a commitment to sustainability and environmental consciousness. Enjoy this Smart Home with the convenience of WiFi-controlled lighting, along with luxury fixtures that elevate the living experience. Grillers will love the outdoor kitchen equipped with a 48 grill, side burner, sink, refrigerator, and ice machine. Outdoor enthusiasts will appreciate the 50 concrete seawall, offering easy access to the pristine boating waters of the Florida Keys. Approx. 1200 sq ft of expansive terraces to enjoy the tropical breezes, outdoor living is taken to new heights. This exceptional property also features a garage and downstairs storage. This home presents a rare opportunity to own a new luxury residence in one of the most desirable locations in the Florida Keys. Dont miss your chance to experience the epitome of coastal luxury living - call today to for more details to make this exceptional property your own! With ROGO permits coming to extinction in the Keys soon, lock in todays pricing! *Please Note - Renderings are for illustrative purposes only; final product may differ

Triplex in the X-zone with 6 bedrooms and 4 bathrooms total. Main house, 800 Elizabeth St., boasts 4 bedrooms and 3 baths; 624 Petronia St. is a duplex with two 1/1 units, each rented at $2,300 per mo. All units come with washer/dryer, and full kitchens. The main house is a two story with downstairs/upstairs balconies facing Elizabeth, with high ceilings, and a master bedroom that opens onto the upstairs balcony . A perfect location just two blocks from Duval Street, all units have been remodeled and updated. Priced at appraisal price from 2023, appraisal can be found in Documents.

Triplex investment property! Prime location only 1 block from the historic Key West seaport and 2 blocks from Duval St. The downstairs offers 2 units which include a 1/1 with kitchenette and a 1/1 with full kitchen. Enjoy the front porch facing Caroline St. or spend a lazy afternoon lounging by the dip pool in the backyard. Ascend the gorgeous wooden staircase to the upstairs unit which includes the 2nd and 3rd floors and has many features reminiscent of an old ship accented by beautifully detailed wood trim. This 2/3 unit includes hardwood floors, stained glass details, a loft/office, a front porch for relaxing, a small back porch overlooking the pool, and a unique widows walk where you can enjoy a bit of privacy in the treetops. The kitchen includes a built-in water filtration system, the master bedroom is a generous size, and youll find storage galore throughout the home with built-ins, nooks, and crannies. This historic home has high ceilings throughout, and the windows (except skylights) are hurricane rated. The owners currently live in the upstairs unit and use the first-floor units as monthly vacation rentals. Any of the units could be used as long-term rentals, or the property could potentially be converted into an up/down duplex or returned to its original configuration as a single-family home. Enjoy the close proximity to all the amenities this great location offers in Old Town. This historic gem is awaiting your vision.

Welcome to Key West Beach Club. This top floor condo includes 2 bedrooms, 3 baths, large living/dining room and gorgeous views of the Atlantic Ocean. Upstairs is an enormous possible 3rd bedroom/loft and private bath. The Beach Club offers exclusive access to two beachfront pools, a fitness center, tennis court and a secure covered parking garage. Call today for a private showing!

Here is your dream oasis in Key Haven, where luxury and serenity come together in one of Key Wests most desirable locations. This stunningly reimagined 3-bedroom, 3-bathroom concrete home spans nearly 2,000 square feet, 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. Whether youre heading to the Gulf or the Atlantic, world-class fishing awaits just minutes away. And with vibrant Key West only five miles 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.Step outside and be captivated 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!

Welcome to 1418 Laird Street, a meticulously renovated mid-town gem centrally located to all Key West has to offer. Nestled on a rare double lot, this elevated, one-level home offers unparalleled luxury, privacy, and tropical charm. From the moment you arrive, youll be captivated by the lush landscaping, thoughtfully illuminated with landscape lighting, and the convenience of parking for multiple vehicles. Step inside to discover a space where no detail was overlooked. Upon entry you will note the attention to detail that is consistent throughout. High ceilings, crown moldings, gas fireplace, hardwood floors, wainscoting, and built-in shelving are just a few of the attributes. The open living area is a marvel, containing the living area, dining room, a study, and the Chefs kitchen. Entertaining is a breeze with a kitchen that boasts a gas range, a spacious center island, and plenty of room for gatherings. The elegant primary suite is a private oasis, complete with a stunning garden view, a fabulous bathroom featuring an antique clawfoot tub, and an enormous custom closet, bigger than most Key West bedrooms! Whether youre unwinding in the private lounge or indulging in spa-like comfort, this suite is a dream come true. Outdoor living is just as impressive, with numerous seating areas, a built-in grilling station, and an inviting dining space. The heated and chilled saltwater pool with a tranquil fountain is the perfect place to relax and enjoy the Florida sun. Practical features include impact doors and windows, a whole-house generator, a newer metal roof, and an elevated 8x12 shed for extra storage. Every inch of this home has been lovingly updated and maintained, offering peace of mind and effortless Key West living. This tropical retreat is more than a home; it is a lifestyle. Do not miss your chance to own this one-of-a-kind property in one of Key Wests most desirable locations!

This elegantly designed custom built ground level home was created by local architect Glenn Gray. Boasting a spacious open floor plan @ 3,056 sq ft. Two master bedrooms with ensuite baths, third bedroom, full bath and a half, and office all on first floor. Up the flight of stairs leads to a huge open loft space for a fourth bedroom/bunk room, theater room, art room or whatever your needs. 100 of concrete dock and seawall, 16,000# boat lift, heated Pool + jacuzzi with fully screened pool enclosure, updated kitchen & baths with granite countertops and full backsplash, soft close Cherry Cabinets, interior plantation shutters. Cudjoe Gardens homeowner website - https://cudjoegardens.org

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

UNDER CONSTRUCTION NOW! Luxury water view home with an in-ground pool on a 14,680 sq ft lot with boating access. Brand new single level elevated CBS home over parking. Impact windows and doors, metal roof, 10-foot interior ceilings,stainless appliances and much more. Construction is nearing completion; dont delay!Get it under contract soon and customize your finishes!