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

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.

Welcome to paradise at 22562 Jolly Roger Dr in beautiful Cudjoe Key! This custom built, 4-bedroom, 2-bath home features open water views, a designer kitchen with high-end finishes and Viking appliances. In addition, on the first floor there are two guest bedrooms, an office and bathroom. The second floor is where you will find the third bedroom as well the primary bedroom complete with private balcony, ensuite bathroom and walk in closet. Outside the property boasts double decker porches, covered hot tub, full swim spa, and new dock. In addition to the garage there is ample room for vehicles, boats and extra storage. The property is equipped with RV electrical and sewer hookups for added convenience. The property features impact windows and doors and is a stones throw from American Shoal, Lighthouse, Looe Key Reef, and Square Grouper restaurant.

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.

Happy Hour takes a whole new twist at Pristine Bamboo Ter - Discover the Ultimate Waterfront Oasis and Fishermans retreat in this beautifully renovated concrete, single-level canal-front Home. Situated on an oversized lot of 8000 sq. ft. this 3BD/3BA residence offers the perfect combination of peace, privacy and endless outdoor enjoyment.Located at Mile Marker 6, Key Haven offers excellent access to world class fishing and the open waters of both the Gulf and the Atlantic with no bridge restrictions, and a consistent 3ft draft. The tea-shaped cancel provides easy navigation, while the 14,000 lb private boat lift and 80ft. of concrete seawall gives you all the protection and flexibility you need for a variety of watercraft vessels.After a day on the water, relax under the Brand-new Oversized Tiki Hut, the ideal spot to cool off and soak in the breathtaking waterfront views. The newly built pool adds a luxurious touch and creates an outdoor oasis with so much space to enjoy the Beautiful Weather that the Florida Keys is known for.Interior has been redesigned and remodeled and now offers a modern open plan concept with large kitchen at the epicenter of the Home and water views from every rooms.Large Private Master suite with King Bed and separate sitting area, large En-suite Bathroom and oversized closet offers all the space you will need.Two additional Bedrooms and 2 Full Baths, appointed with new finishes and furniture offer all the comforts for a growing family and all your visiting friends.Two new ACs, New hot water heater, all New Appliances and finishes with a low maintenance exterior means a no Honey Do list for years to come, so that when you come to your Key West home, you can relax and Enjoy.Plenty of room for parking an assortment of vehicles, Trailers or an RV.Vacant and ready for immediate occupancy!

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!

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!

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.

Experience the epitome of Florida Keys living in this stunning luxury waterfront home on Cudjoe Key. The back of the home has a South West Exposure, for endless ocean views and spectacular nightly sunsets. Constructed with poured concrete for unmatched durability and featuring a poured concrete floor, this home is a sanctuary of modern design and functionality. The property boasts impact-rated windows and doors installed in 2016, including custom 5-panel EuroWall stacking doors that create a seamless indoor-outdoor flow. Modern elegance is evident throughout, with stainless cable railings and a zero-grout tiled walk-around porch. Offered furnished with Restoration Hardware and Room & Board pieces valued at approximately $45,000 (art excluded), also includes TVs.The outdoor spaces feature a heated pool featuring a Coralina stone deck sourced from the Dominican Republic, designed to stay cool underfoot. New pool equipment, including a heater and pump installed in 2018. Boating enthusiasts will appreciate the 21.5 wood dock with a Slide-Moor Dock system, complete with water access, as well as a floating dock system perfect for kayaking and paddleboarding. The propertys tropical landscaping, accented with solar yard lighting & cozy lounge areas create wonderful, private space to enjoy serenity or entertain guests.The gourmet kitchen, updated in 2022, features quartz countertops, modern blue cabinets, and Samsung Bespoke appliances. Dont miss your chance to own this luxury retreat in the heart of Cudjoe Key. Just 22 miles to Key West and 3 hours from Miami. Fantastic bar/ restaurant/ and coffee shop within walking distance!

This home is 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.This home is NOT a drive by- must see inside. 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.

MOTIVATED SELLERS all offers considered! Smugglers Cove is keys living at its finest, nestled in the mangroves exuding privacy. This unique gated custom-built waterfront property is located on Bogie Channel with easy access to the Gulf & Atlantic. Offering split level living with legal ground level accommodations featuring stainless steel appliances, induction stove, a hammered copper farmhouse style sink, and a distinct 16 concrete countertop, custom bath with washer and dryer. The second floor is the master suite; with its own petite kitchen area, living room, office, bonus room, and separate washer and dryer. This is a dream property for fishing & lobster enthusiasts or nature lovers, you are surrounded by a wildlife sanctuary! Moor your boat up to the jetdock with seagate or out of the water onto the custom jetdock with kayak launch in your private 20ft deep boat basin/lagoon brimming with sea life. The owner is including 2 kayaks & Penn fishing poles. This stunning property features 2 private beaches, a 60ft pool, and a hot tub island which is encompassed by bamboo to allow absolute privacy. You will enjoy lush mature landscaping with automated irrigation to make upkeep easy. This property is equipped with state of the art security system, fully customizable solar lighting, a 6 fence, circular drive offering ample off street parking to accommodates all of your guests and has plenty of space for a RV and all of your toys! Life Is Great Behind The Gate! Workshop, bar, banquet, bbq area and greenhouse. 10% allotment to add on is also available, buyer to verify.

SOLD TURN KEY! This 2 bedroom, 2.5 bath Harbour Place condo is located on the first floor (2nd floor as parking is on ground level) The first-floor units have the largest decks with plenty of room for entertaining, relaxing and watching the sunsets and boats coming in out of the Key West harbor. The elevator is conveniently located, and the community pool is steps away. Covered parking. Conveniently located in Truman Annex, close to Mallory Square, Fort Zachery Taylor beach, and famous Duval Street.

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.

Luxury Waterfront Living in a Highly Desirable Boating Community.Discover unparalleled elegance in this fully renovated 3-bedroom, 3-bathroom en-suites concrete home, designed for the ultimate in modern coastal living. Every detail of this residence has been meticulously updated, including ALL NEW 2025 plumbing, electrical, and HVAC systems, ensuring worry-free ownership. Step inside to a completely reimagined interior, featuring high-end luxury finishes throughout. The open-concept design is bathed in natural light, enhanced by hurricane-impact windows and doors offering both beauty and peace of mind. The chefs kitchen is a masterpiece, boasting premium appliances, custom cabinetry, and exquisite countertops, seamlessly flowing into the spacious living and dining areas and bonus coffee/wine bar feature--perfect for entertaining. Each bedroom is a private retreat with spa-inspired en-suite bathrooms. The thoughtfully designed layout allows for guest access to one of the en-suite bathrooms, ensuring convenience without compromising privacy. An additional outdoor terrace bathroom access provides seamless functionality for those enjoying the exterior living spaces--perfect for rinsing off after a day on the water.The primary suite is a true sanctuary, opening through a set of sliding glass doors to a private covered terrace retreat. This serene outdoor space is ideal for morning coffee or unwinding in the evening, offering a peaceful connection to the surrounding coastal environment.All of this beneath a durable metal roof adding to the homes longevity and appeal. Located in an elite boating community, this property offers excellent water access, making it a dream for boaters and water enthusiasts alike. Experience luxury, security, and an unbeatable lifestyle in one of the areas most sought-after family neighborhoods. Select finishes by April 4 to add your own touch. Dont miss this opportunity--schedule your private tour today

PRICE IMPROVEMENT! Now being offered at under $575/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.

Situated in the coveted Historic Seaport neighborhood, 1015 Eaton Street offers charm and convenience, creating the ultimate Key West lifestyle. This meticulously reimagined Historic Eyebrow home offers 4 bedrooms and 3 bathrooms thoughtfully designed for quintessential island life. As you enter through the white picket fence, the home welcomes you with an inviting front porch, ideal for soaking in the sights and energy of this sought-after neighborhood. Upon opening the front door adorned with a stained glass transom, you are greeted by Dade County pine floors and walls lined with elegant wallpaper. The airy open-concept kitchen and living space are highlighted by soaring ceilings and a waterfall island. Stainless steel appliances and a marble counter top complete this ideal chefs kitchen. Natural light cascades through expansive wall-to-wall sliding glass doors, seamlessly connecting the indoor and outdoor living areas.The main-level primary ensuite bedroom features a luxurious bath with a basalt accent wall, sleek natural finishes, and direct access to the pool area. A first-floor ensuite guest bedroom and two additional upstairs bedrooms ensure plenty of space for family and friends. Each bathroom features custom anti-fog mirrors, porcelain tiles, and exquisite accents, blending functionality with sophisticated design. IPE decking along with a dazzling saltwater pool and adjoining hot tub with a glass mosaic-tiled waterfall sets the stage for relaxation and entertaining. This fully fenced backyard oasis offers the ideal space for tanning and unwinding after a long day on the island.With its unbeatable location and close proximity to all Key West has to offer, from eclectic boutiques, waterfront dining, or the islands renowned attraction, 1015 Eaton Street offers a rare opportunity to embrace the vibrancy of island life. Schedule your private showing today and make this Historic Seaport home yours!

Indulge in the essence of luxury island living at 1309 Royal Street, a meticulously reimagined Conch-style masterpiece nestled in the prestigious Casa Marina enclave. Rebuilt in 2024 with an unwavering commitment to craftsmanship and design, this elegant single-level residence offers 1,600 square feet of impeccably curated living space on a 4,350-square-foot lot in the highly coveted X Flood Zone.Perfectly positioned just moments from Key Wests pristine beaches, dog parks, tennis & pickleball courts, and the vibrant energy of Duval Street, this home is a sanctuary of sophistication and comfort.Step inside to an expansive great room and dining area, where white wood walls and ceilings exude coastal elegance, bathed in natural light. The gourmet kitchen, adorned with custom white shaker cabinetry, hand-crafted Zellige Moroccan tile backsplash, and top-tier Sub-Zero, Wolf, and Bosch appliances. Wide-plank washed oak flooring and white travertine accents elevate the ambiance creating a warm and inviting retreat.Designed for effortless living, the home is equipped with state-of-the-art zoned central heating and air, eliminating the need for mini-splits, while impact-rated windows and doors with aluminum shutters provide both style and security. An on-demand LP gas water heater ensures energy efficiency, complemented by an all-new electrical and plumbing system featuring high-end Kohler fixtures.Outside, a private tropical oasis awaits. A brand new pool with a tranquil water feature invites you to unwind, framed by lush landscaping and premium Trex decking. A private outdoor shower enhances the island lifestyle, while a dedicated dog run adds convenience for pet owners. The property is fully enclosed with new custom picket fencing and stainless steel hardware, offering the utmost privacy and exclusivity. Off-street parking for two vehicles completes this rare offering.Schedule your private showing today and experience this exquisite, turn-key retreat

Exceptional newly built (2023) 4-bedroom, 4 1/2-bath home situated on a corner lot in Key West, featuring a large saltwater, heated pool and hot tub. This home offers a blend of luxury and practicality with highlights including: a corner lot location, soaring ceilings on both levels, crown molding, and a full ensuite bath in every bedroom. The open-concept first floor is perfect for entertaining, with a spacious kitchen boasting a large island, white 42 cabinetry, and high-end appliances. The living area flows seamlessly into the kitchen and beautifully landscaped backyard with a pool and hot tub. A covered deck with fans provides a relaxing spot to enjoy the outdoors, while the fenced yard offers privacy. The second-floor laundry room includes ample cabinet storage, and the home is raised on piers above flood zone, with several private parking spaces. The first-floor primary suite features a walk-in closet and an ensuite with a 5 shower, double sinks, and a separate whirlpool tub. Built to the highest wind load and flood standards, this home is both a sanctuary and a fortress. Enjoy the perfect balance of privacy and convenience, just moments from all that Key West has to offer. Dont miss this rare opportunity to own your dream retreat! One of the owners is a licensed Florida real estate agent. Home appraised for $2.8 M in December, so you would have instant equity!

Discover the perfect blend of modern elegance and island charm in this updated 5-bedroom, 4-bathroom Key West retreat. Just blocks from the beach and moments from the vibrant energy of Duval Street, this fully furnished home is ideal for full-time residency or a high-performing investment property.Step inside to an inviting open floor plan featuring gorgeous gray-blue tile flooring and a stylish kitchen with premium finishes. The main level boasts spacious living and dining areas, while the upper level offers two additional rooms--perfect for guests, a home office, or a cozy den. With accommodations for up to 14 guests, this home is designed for both comfort and convenience.Outside, escape to your private oasis featuring a large deck, lush landscaping, and an expansive pool--perfect for relaxing or entertaining. A detached pool house adds incredible value, offering a 1-bedroom, 1-bathroom studio with a kitchenette.With new exterior paint and thoughtful updates throughout, this home is a rare opportunity to own a slice of paradise in Key West. Dont miss your chance to experience the best of island living!