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

Welcome to your private paradise in the Lower Keys! This beautifully updated 2 bed, 2 bath two-story home offers complete privacy with no direct neighbors on all sides, making it a peaceful escape surrounded by nature and the charm of the Key Deer.Step outside to your tropical oasis featuring a brand-new concrete heated pool, concrete dock with a boat lift and jet ski lift, plus an elevated sundeck perfect for soaking up the sun or enjoying canal views. The backyard is currently being transformed by a professional landscape designer set to be completed early June and WILL be included in the sale, adding lush, tropical vibes, tiki hut and pavers around the pool to complete your island retreat.The ground floor offers a fully enclosed and renovated space, perfect for guests and entertaining and storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, plus electronic roll-down screens for added shade.Whether youre boating, lounging poolside, or enjoying the wildlife, this home is designed for true Florida Keys living offering many upgrades and renovations.SALE CAN INCLUDE BRAND NEW CUSTOM FLATS BOAT.

Experience unparalleled luxury in this rare, three-story concrete oceanfront home overlooking the Atlantic. Nestled in an exclusive gated community, this stunning residence features 2 bedrooms, 3 full bathrooms, and breathtaking ocean views from all four balconies, the living room, and the primary suite. Designed for modern living, this exquisite home boasts impact windows and doors, upgraded framing, plumbing, electrical, insulation, soundproofing, and concrete board. Enjoy premium features such as recessed LED lighting, a whole-home surround sound system and outdoor speakers. The gourmet kitchen is a chefs dream, featuring granite countertops, custom cabinetry, stainless steel KitchenAid appliances, and a wine cooler. All bathrooms showcase floor-to-ceiling tile, an oversized spa tub, a stone-lined shower floor with a rainfall showerhead, and elegant fixtures. Additional highlights include vaulted ceilings, custom stainless steel cable stair railings, two walk-in closets, and high-end finishes throughout. Step outside to a beautifully tiled carport with recessed lighting, a private hot tub, and a stylish outdoor entertainment area complete with a TV. The meticulously maintained, low-maintenance backyard offers privacy and tranquility. A spacious storage room with built-in shelving provides ample space for all your needs. Located in Casa Caselles, a private, 20-home Mediterranean-inspired enclave directly on the Atlantic between two nature preserves, this home offers gorgeous ocean views.The beachfront pool provides VIP seating for stargazing, fireworks, and watersports. This owner-occupied community does not permit rentals, ensuring a peaceful and exclusive atmosphere. Dont miss this rare opportunity--schedule your private tour today. One owner is a licensed Florida Realtor but not the Listing Agent. Check out video https://tinyurl.com/5n7xdn6s and 3D Floorplan for layout.

SELLER FINANCING AVAILABLE! This Beautiful Oceanfront Home in Cudjoe Key has undergone a full renovation and awaits its new owner! All new impact doors and windows, new AC, new flooring throughout and a stunning custom kitchen with granite countertops and stainless steel appliances are a few of the many updates in this amazing renovation . Offering Four generous size bedrooms with Three full bathrooms, it can easily accommodate a large family. The open floor plan of the living and dining room with massive cathedral ceilings , showcase this homes coastal character. Three sliders face the unmatched ocean view , and open to let the ocean breeze flow through the house. Step out on the 500sf covered porch to enjoy the indoor outdoor living and entertaining with breathtaking panoramic Oceanfront views. Do not miss this great opportunity, this is a one of a kind home. Call now to schedule your private tour.

LOCATION! LOCATION! LOCATION! You do not want to miss out on the opportunity to own one of the most sought after properties in Old Town Key West, a truly special home and lot that you MUST see in person. Permitted for transient license receivership HRCC1 (buyer to verify). The ONLY single family home on the market with DIRECT access to DUVAL Street via a walking lane. Remarkably secluded and completely hidden from view. The moment you step behind the gate, you will feel that you have entered your own tropical paradise. Add a pool and expand on this beautiful 4200 square foot lot. Zoned as a non contributing structure with HARC (buyer to verify), this is a restoration project. This is the first time the property has ever been on the market!

This second-floor luxury condo is ideally situated just one block from the beach and the iconic Southernmost Point, offering the perfect balance of vacation living and income potential. As a high-demand rental property with an impressive occupancy rate, it presents an excellent opportunity for a 1031 exchange, especially with on-site management ensuring seamless service for guests.The propertys amenities elevate the experience--guests can unwind at the poolside open bar, where beer, wine, and soft drinks are served to enhance their stay. With prime proximity to renowned fine dining, vibrant Duval Street, and the beach just steps away, this condo is positioned to attract affluent vacationers looking for a premium experience.Whether youre seeking a luxurious getaway for yourself or an income-generating investment, this exceptional condo promises both lifestyle and return on investment.

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.

X FLOOD ZONE! Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with 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. The open floor plan flows seamlessly from a bright, inviting main living area to a gourmet kitchen equipped with vein-cut onyx and translucent Quartzite countertops that light up, Jenn Air stainless steel appliances, and a dedicated bar with a wine cooler--perfect for both entertaining and everyday indulgence. White oak flooring.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 https://tinyurl.com/1116Pack

Located in the prestigious gated Truman Annex, this beautifully appointed 2-bedroom, 2.5-bath home offers refined coastal living just steps from Duval Street and Truman Waterfront. Thoughtfully designed with elegant finishes and an open, airy layout, this residence is perfect for those seeking a private sanctuary in Old Town.A private entrance welcomes you into a turn-key interior, where Serena & Lily accents and carefully curated decor create a sophisticated yet relaxed atmosphere. The kitchen features Bosch stainless steel appliances, an induction oven, a farmhouse sink, and a waterfall-edge peninsula with bar seating. The open-concept dining and living areas are designed for both comfort and style, with striking furnishings, a large wall-mounted TV, and plenty of space for entertaining. Two sets of French doors lead to a private, lushly landscaped patio, offering a peaceful retreat for outdoor dining and relaxation. A first-floor powder room adds convenience.Upstairs, 2 bedrooms each with a king size bed provide a luxurious escape. The primary suite boasts French doors opening to a covered balcony, perfect for enjoying the island breeze. The ensuite bath features dual sinks, waterfall faucets, and a beautifully tiled walk-in shower. Down the hall, the second bedroom is a tranquil retreat with ample closet space and access to a hall bath with a walk-in shower.The outdoor space is designed for year-round enjoyment, with a fully fenced paver patio, seating, and a grill. Just a short walk away, the heated community pool offers lounge chairs, shaded tables, and restroom facilities. A designated parking space is conveniently located just steps from the home.216 Fleming Street is just mere blocks away from world-class dining, shopping, and entertainment. This home presently has a transient license and future bookings through 2025 in place. Whether youre looking for a full-time residence, a vacation home, or an investment opportunity, this home offers it all.

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.

BIG TIME INVESTMENT OPPORTUNITY in the heart of the Historic District of Key West. Originally built as a former church, this 4 unit active rental property offers 3,383 square feet of living space, featuring 8 bedrooms and 4 bathrooms, and currently generates $10,908.50 in monthly rental income. (See below for a breakdown of beds and baths per unit) With versatile possibilities, it has the potential for improvement and the possibility of condominium conversion. Each unit is large and spacious by Key West standards and includes high ceilings. The building is of concrete block construction and currently had all concrete spalling issues resolved and painted. Off street parking for three cars, a rarity for Old Town, Key West. This property is located in one of the most desirable neighborhoods and is just a short walk to World famous Duval street, the islands best restaurants, shopping and more! Unit breakdown: (A) 3BD/1BA leased for $3,039.50 per month (B) STUDIO/1BA leased for $2,369 per month (C) 2BD/1BA leased for $2,700 per month (D) 2BD/1BA leased for $2,800 per month

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

Over 100k price reduction!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!

PRICE IMPROVEMENT! Now being offered at under $550/sq ft! At 3,924 square feet, 2718 Harris Ave is one of the larger private residences in Key West. This impressive home offers an open and airy layout that is perfect for entertaining indoors and out. Entering through the majestic front door, youll immediately notice the high-end finishes and just how spacious the home is--marvel at the soaring ceilings and high windows in the main living area with ample natural light. The chefs kitchen is open to the living room, featuring top-of-the-line appliances (Viking, Bosch, Kitchenaid), and includes a coffee bar and built-in ice maker. The left wing of the house consists of 3 bedrooms and 3 bathrooms, including the oversized primary bedroom with a breathtaking bathroom and massive walk-in closet. The right wing of the house is ideal for guest quarters with a second-floor bedroom, en-suite bathroom, and private balcony. A concrete privacy wall surrounds the backyard and features lush tropical landscaping. The heated saltwater pool is perfect for relaxing in after a long day at work or out exploring the island; theres plenty of room to relax poolside or BBQ using the deluxe propane grill. Additional benefits include a whole house generator, two new air conditioning units, a rare large 9,165 sq ft lot, professional landscaping with turf, and plenty of off-street parking in the circular driveway and under the portico covered entrance. This home is being offered fully furnished. Whether youre looking for your forever home or investing in Key Wests thriving vacation rental market, this home is a must-see! Schedule your private showing 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!

Luxury Waterfront Living in Prestigious Cudjoe Gardens. Discover refined island living in the heart of one of the Florida Keys most exclusive waterfront communities renowned for its deepwater access, upscale ambiance, and close proximity to Key West.This elegantly designed residence is perfectly positioned on an 8,000sf lot, offering exceptional canal frontage on a 50ft wide canal only 5 homes in and 2 min ride from open water. The home features 2,295 living sf plus 441sf garage and 225sf of porches, making for almost 3,000sf under roof! Home has beautifully appointed interiors, where luxury and comfort harmonize.The open-concept living space is adorned with 10 to 12 ft ceilings, abundant natural light, and premium finishes throughout. At the heart of the home is a custom-made epoxy and wood bar, a true showpiece that makes an ideal spot for entertaining in style. A custom built electric fireplace offering ambiance and warmth anchors the living room and invites relaxed evenings after a day on the water.The large kitchen is outfitted with beautiful granite with natural tones, stainless steel appliances, custom cabinetry, and an expansive island, flowing seamlessly into the second large living room where comfort is found! The primary master bedroom suite offers a tranquil retreat with in room office, his/hers walk in closets, and spa-like ensuite bath.Two additional spacious bedrooms and full bath, plus half bath and laundry room complete this large home. Additional features include elegant large plank Bamboo flooring, impact-resistant windows and doors, etched glass front door, plantation shutters throughout the home, a spacious garage, and thoughtfully landscaped grounds that reflect the natural beauty of the Keys.Step outside through the French glass doors to a waterfront screened in porch with ceiling fans. The 80ft concrete dock with 20k boat lift, working davits, 1000lb ice maker, cleaning station, make this a fishermans paradise! Room for a pool!

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.

This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Keys Foundation Preservation Award. Originally built in 1906, it has been meticulously restored from the ground up, essentially making it a brand-new property. The home features off-street parking, a heated/chilled pool, and comes fully furnished, offering a turnkey experience. Situated within walking distance of restaurants, art galleries, and Duval Street, the location is ideal. A spacious porch with classic painted Cuban tiles provides a relaxing outdoor retreat, while reclaimed heart pine flooring extends throughout the interior. The open floor plan offers a seamless view from the living room to the pool deck, making it perfect for both relaxation and entertaining. The original tongue-and-groove Dade County Pine has been carefully removed, refinished, and reinstalled, creating a warm and inviting atmosphere.The L-shaped kitchen overlooks the heated dip pool and features custom craftsman shaker cabinets and quartz countertops. The master suite is conveniently located on the first floor, complete with an en-suite bathroom and walk-in shower. Two guest bedrooms, each with en-suite baths and vaulted ceilings, are located on the second floor.This home has been completely rewired, replumbed, and foam-insulated, ensuring compliance with modern building codes. A new foundation and a reinforced metal shingle roof have been added, along with fabric hurricane shutters for protection and insurance benefits. Smart switches, appliances, locks, and wired ethernet connectivity allow for remote home management via phone.The property is located in the X Flood Zone! The propertys historic charm makes it a remarkable piece of Key West history. Owner is a Lic. FL Real Estate Agent.

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!

A Rare Opportunity in Key Wests Historic Heart - 719 Bakers LaneNestled in the tranquil charm of Old Town Key West, 719 Bakers Lane offers an exceptional chance to craft your dream home in the islands most coveted location. This nearly finished 3-bedroom, 3.5-bath residence presents the rare opportunity to pick your own finishes, fixtures, appliances and landscaping and skip the endless waiting for permits and architectural drawings and contractors. Featuring impact door and windows and rated for 190MPH winds.Located just 3.5 blocks from the Historic Seaport and 2.5 blocks from Duval Street, youre moments from world-class dining, entertainment, and Key Wests vibrant culture. Walk to the islands best shops, restaurants, and bars, all while enjoying the peaceful privacy of a lane home surrounded by historic architecture.This home sits on Solares Hill, the highest and most desirable flood zone (X500), offering the ultimate peace of mind. Featuring impact-resistant doors and windows, its designed for both security and style. This beautiful new construction blends modern convenience with Old Town charm.Embrace the opportunity to own a piece of paradise, where history, privacy, and luxury come together in perfect harmony. Live in the heart of Key West--steps from everything the island has to offer.