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

Step into a piece of history, reimagined for modern luxury. This stunning 3-bedroom, 3-bath condominium is located in the historic Naval Administration Building within the prestigious, award-winning Truman Annex. Completely renovated to the highest contemporary standards, this one-of-a-kind residence boasts soaring exposed beam ceilings, ultra-thick concrete walls and ceilings for unparalleled privacy, and top-tier hurricane protection with impact glass doors and windows--high and dry for any storm. Every inch of this home is designed for effortless living, featuring a state-of-the-art smart house system controlled by iPad or remote, allowing you to adjust lighting, climate, blinds, and music with a tap. A dedicated server room houses a professional-grade electronics rack, ensuring seamless connectivity. The chefs kitchen is a masterpiece, showcasing high-end Miele stainless steel appliances, illuminated white onyx countertops, and LED accent lighting that shifts from white to multicolor to suit any mood.Luxury extends throughout, with custom-built furnishings and designer decor from a top South Florida designer included. Flor to ceiling porcelain tile bathrooms, elegant wall treatments, and expansive closet storage elevate the living experience. Motorized sheer shades throughout add a touch of sophistication, with additional smart blackout shades in the bedrooms. Edge-lit LED grid ceiling lights complete the sleek, modern aesthetic. The unit offers unparalleled views of Trumans Little White house, gardens, and his 1949 Lincoln Limousine. Harbor Place condominiums overlook Key West harbor with exquisite Ocean views and heated pool. This is not just a home--its a rare fusion of historic charm and cutting-edge innovation, set in Key Wests most exclusive gated community. Dont miss your opportunity to own a true showpiece in the heart of Truman Annex! Eligible for the special Truman Annex vacation rental license.

Waterfront Paradise for Anglers & Entertainers - Perfect for Family, Friends & Vacation Rentals.Welcome to the Ultimate Waterfront Luxury Retreat, Completely remodeled and redesigned for those who love to entertain. Excellent deep water access and yet just minutes to all the action downtown Key West has to offer.Elevated and storm resistant concrete construction, this home offers unmatched durability while embracing a modern coastal lifestyle.With four Spacious bedrooms and four beautifully appointed bathrooms, this home comfortably accommodates large groups with almost 2500 Sq Ft. interior Space. The newly finished open-concept dream kitchen is designed for socialising, featuring an oversized Island, seating up to 12 guests, making it the ideal host house for unforgettable gatherings and events.On the Second Floor, this dream home continues with a stunning custom built bar and lounge offering the ideal spot to start the party, watch a game or wind down after an exhilarating day on the water. The adjacent waterfront balcony sets the stage for relaxing and entertainment.The outdoor experience is just as impressive, featuring a large pool, hot tub, New Tiki Hut for those looking for shade, boatlift, concrete patio and game room - perfect for guests of all ages to enjoy. Excellent off Street parking for multiple vehicles, Boat Trailers or RV on over 9000 Sq. Ft. Lot.Whether you are heading out for world class fishing, or simply unwinding by the water, this Keys Home delivers the ultimate Florida Keys lifestyle.

Introducing a Stunning New Build (2023): A Luxury 5-Bedroom, 5-Bathroom Home Step into modern elegance with this newly constructed 3,062 sq. ft. masterpiece on a 5,040 sq. ft. lot. Thoughtfully designed with premium materials and meticulous craftsmanship, this home offers exceptional living spaces and luxurious features that redefine comfort. Boasting 9+ ceilings on both floors, complemented by 8 solid doors, this home exudes grandeur. Porcelain wood-style tiles throughout the first floor, paired with LVT flooring upstairs, provide durability and style. All-wood cabinetry, built-in closets, and custom trimwork highlight attention to detail.Impressive Design Elements: A chefs dream with a sprawling 17-foot island featuring dual-sided cabinetry and seating for 8. Outfitted with professional appliances, a 36 gas stove, vent hood, and a separate bar area with a wine fridge. Dual laundry rooms, located on both floors, make everyday chores effortless. Two distinct living areas--one on each floor--ensure a harmonious balance for family gatherings and private retreats. Primary suite located on the main floor, includes a spacious walk-in closet and a lavish bathroom with dual showerheads, a clawfoot soaking tub, dual vanities with lighted mirrors, and a private water closet. Guest Room includes private entrance, which offers both flexibility and privacy.Built by a Certified General Contractor, this home exceeds current building code standards and State-of-the-Art Features: Impact-resistant windows and doors Double-strapped roof trusses and stainless-steel fasteners Custom seamless gutters and downspouts Spray foam insulation in walls, ceilings, and attic Ice & Water shield secondary roof protection under reflective insulation and aluminum standing seam roof

Luxury Waterfront Fortress with Breathtaking Atlantic Ocean Views. Experience unparalleled coastal living with stunning, unobstructed views of the Atlantic Ocean and Kemp Channel from this oversized 12,000 sq. ft. corner lot. This one-of-a-kind CBS home is built for strength and style, offering the ultimate in durability and design. Featuring 4 bedrooms, 3 baths, and a spacious two-car garage, the home is elevated for maximum protection--perfect for safeguarding vehicles, marine toys, and personal gear. A top-of-the-line elevator provides seamless access, large chefs kitchen, impact-resistant windows and doors, a newer roof, fresh paint and lush landscaping with fruit bearing trees. Boating enthusiasts will love the 193 feet of direct waterfront, including 105 feet of deep, protected canal-front concrete dockage and davits, providing effortless access to Kemp Channel, the Gulf, and the Atlantic Ocean. Privacy is paramount with a fully fenced, elevated lot, an electric gated entrance, and a dual concrete driveway. Dont miss this rare opportunity to own a fortress of elegance and strength in one of the most sought-after waterfront locations. Schedule your private showing today!

This stunning Old Town residence offers the perfect blend of historic charm and modern elegance, just one block from Duval Street and three blocks from the world-famous Southernmost Point. This 3 bedroom, 2 bath home was fully renovated in 2018. and features a private gated courtyard, off-street parking, and high-end finishes throughout.Enjoy effortless indoor-outdoor living with a thoughtful floor plan and refined details including impact-rated doors and windows, luxurious oak flooring, custom tilework, and preserved Dade County Pine. The chefs kitchen is outfitted with stainless appliances, brushed marble countertops, and striking copper and bronze fixtures.The oversized primary suite impresses with vaulted cypress ceilings, a spa-style en suite bath, a statement copper soaking tub, and generous custom closets. Additional highlights include spacious storage throughout and elegant, low-maintenance landscaping.This is a must-see property for buyers seeking style, comfort, and walkability in one of Key Wests most desirable neighborhoods.

Step into 1511 South Street -- a private tropical fully renovated residence where island living meets sleek, modern design. Beyond the gate lies a lush, low-maintenance paradise, perfect for entertaining. The main house features PGT impact windows and doors, vaulted ceilings, and a spacious open-concept design. The living, dining, and kitchen areas flow seamlessly together, with a commercial-style kitchen boasting high-end appliances and open shelving. For added convenience, the kitchen connects directly to the carport, making loading and unloading a breeze. French doors open to an 18 x 14 Caribbean-style dining loggia, seamlessly blending indoor and outdoor living alongside a custom outdoor kitchen by Paradise Grills. The heated pool has been recently resurfaced, complemented by new stonework and durable WEARDECK composite, creating a stylish and inviting outdoor oasis. Both bright, airy bedrooms open directly to the pool and landscaped side yard, while the spacious laundry room offers extra storage. Beyond the pool, the two-story guest cottage features a bedroom and full bath on the main level, plus a second bedroom and bath upstairs, along with walk-in closets. The guest cottage is equipped with its own generator for added peace of mind. Multiple outdoor storage closets, an air-conditioned attic over the carport, and a canvas-covered rear yard provide even more space to enjoy. Understated from the street, unforgettable once inside--this is Key West living at its finest.

Indulge in the pinnacle of luxury at this stunning three-story Old Town Key West residence, a property that simply must be seen. Located directly across from the historic Key West Lighthouse and just steps from the renowned Duval Street, this home offers unparalleled access to Key Wests finest attractions. A leisurely stroll takes you to the Southernmost Point and the Atlantic Ocean, mere minutes away. Located in the coveted X Flood Zone, one of Key Wests highest elevation points and boasting over 3,000 square feet of meticulously designed living space, including four bedrooms and four bathrooms featuring two master suites, this home effortlessly blends sophistication with contemporary comfort. The first floor showcases a generous eat-in kitchen, a versatile guest bedroom or sitting room, and two full bathrooms, while the expansive great room provides an ideal retreat for relaxation or entertainment. French doors open to reveal a spacious in-ground pool, perfect for enjoying refreshing breezes and ample outdoor space. The second and third floors house two additional master suites, each offering privacy and opulence. Embrace a lifestyle of refinement and coastal allure in this exclusive Key West haven. Ideally situated for walking or biking to renowned restaurants, enjoying live music, exploring galleries, spending the day at Fort Zachary Taylor State Park or savoring the vibrant energy of Duval Street.

Stunning Waterfront Oasis in Key Haven - Elevated 3BR/3BA Home with Boating AccessWelcome to 37 Evergreen Ave. in Key Haven, Key West! Nestled at the end of a peaceful cul-de-sac, this beautifully updated 3-bedroom, 3-bathroom waterfront home offers the perfect blend of elegance and comfort. With 2,685 square feet of elevated living space on a generous 10,290 sq ft lot, every detail of this residence has been thoughtfully designed.Step inside to a light-filled large living room open to the waterfront balcony and an adjoining dining area--perfect for entertaining or simply relaxing with family and friends. The first floor also features a spacious updated kitchen with granite countertops, hardwood cabinetry, and stainless steel appliances. Upstairs, the expansive master suite serves as a true sanctuary, complete with a spa-style ensuite bathroom, large closets, and multiple French doors that open to a private balcony. The two additional bedrooms also offer balcony access.The home is elevated and equipped with hurricane-impact windows and doors and a full house generator providing peace of mind year-round. Enjoy the fresh coastal breeze from balconies off every room, or head downstairs to your private waterfront yard with direct boating access to open water offering access to the Gulf or Atlantic for fishing, diving, or sunset cruising.Additional highlights include a freshly painted interior and exterior, an enclosed air conditioned garage, and a paved driveway offering ample parking.

Discover the ultimate island escape, where luxury knows no limits and every detail is designed to wow. This stunning mid-century modern home has been meticulously updated with premium appliances, Emtek hardware, Somfy electric blinds, and elegant crown molding, creating the perfect blend of comfort and sophistication. Nestled in one of Key Wests quiet residential neighborhood, youll be just moments away from pristine beaches, White Street Pier, Key West Dog Park, and premier Pickle Ball and Tennis Courts. Tucked behind private walls on an expansive 6,500 square foot corner lot, the property is surrounded by meandering pathways, specimen palms, and swaying orchids that set a tranquil, tropical scene. Step inside to discover 2,309 square feet of light-filled living space, featuring floor-to-ceiling impact glass windows and an expansive open-concept layout, making it ideal for seamless entertaining. The kitchen boasts a dramatic 13-foot ceiling, while the grand formal living and dining area flows effortlessly through impact sliding glass doors on both sides to a large covered sitting/dining area and the custom swimming pool. The primary suite is a serene retreat, complete with a walk-in closet, a spa-like bath, and a frameless glass shower. A separate bedroom wing offers two additional bedrooms--each with their own private bathrooms and one with direct pool access and another that adjoins a stylish guest bath with sliding doors leading to a private outdoor lounge area. Outside, the private pool area provides generous space for sunbathing, dining, and relaxation. Custom-built gates and an enclosed carport with built-in storage enhance the homes modern appeal and convenience. This isnt just a home; its a sanctuary of sophistication, privacy, and effortless island living. Your slice of paradise awaits--dont miss the opportunity to make it yours.

Meticulously renovated 1866 Conch Revival perched atop Solaris Hill in the heart of Old Town and Steps from Old Towns vibrant culture, dining, and entertainment. This historic gem blends rich heritage with contemporary comforts offering an open Floor plan, 2 primary bedroom options (one on first level), X Flood Zone, cocktail pool, hammock porch and more!Step into the foyer at the corner of Southard & Love, where preserved architectural details meet modern sophistication. Dade County pine adds authentic charm throughout, complementing the open-concept living & dining areas. High ceilings, natural light & hardwood floors enhance the seamless blend of old & new.The gourmet kitchen features top-of-the-line appliances, custom cabinetry and quartz countertops. The spacious island connects the kitchen to the living areas, creating a cohesive flow.4 bedrooms, 3 with renovated ensuite bathrooms. The main floor primary bedroom is a luxurious retreat with a spa-like bathroom, walk-in closet, & French doors offering serene island views. An additional main floor ensuite bedroom provides comfort for family or guests.The alternate primary bedroom retreat on the second floor with WIC, vaulted ceiling & newly renovated ensuite bathroom boasts Dade County pine, an office or sitting area with a surround of French doors and hammock porch with a perfect breeze anxiously awaiting. A third level bedroom completes this stunning home.Outside, enjoy a private tropical paradise with lush tropical landscaping, sunlit multi-level deck, & a refreshing, heated & jetted cocktail dipping pool. The rare off-street parking spot adds convenience in this prime Old Town location.

A stunning new renovation transforms this spacious elevated home to a total of 5bd/4ba plus a bonus space and is offered fully furnished with brand new coastal decor. Situated on a spacious corner parcel this home also offers multiple covered patios, maintenance free green space, a large heated pool and covered parking. An open concept floor plan welcomes you to a stunning great room, spacious kitchen overlooking the pool with a pass through window, a gorgeous dining room and a bar for entertaining. This exceptional renovation boasts 3 of the 5 bedrooms with custom ensuite baths and your choice of a master on the main or 2nd floor. This location overlooks the nature preserve and offers two beaches within walking distance with a dedicated pedestrian/exercise path. Enjoy dog park, beachfront dining or tennis/pickleball courts a short stroll away. If you are seeking a beautifully designed luxury home offered turnkey with stunning decor this one cant be beat!

Welcome To The Little School House on Eliza! Step into a blend of history and elegance at 1320 Eliza Street -- a beautifully restored, spacious home with roots that reach deep into Key Wests storied past. Once a historic schoolhouse, this unique property was thoughtfully transformed into a warm, inviting residence that honors its architectural legacy while embracing modern comfort.Soaring ceilings, hardwood floors, and an abundance of natural light highlight the homes character, while expansive living spaces and a carefully updated layout provide room to relax, entertain, and create memories. With four bedrooms spread out throughout the property, this home is a perfect family retreat. The first floor features a very large Primary Bedroom with ensuite and a private porch, and also features a guest bedroom with ensuite with a private deck as well. The second floor features an additional guest bedroom that can easily be an office with a lot of storage. A fourth bedroom is located in the detached guest cottage, complete with a half bathroom and outdoor shower (making it a full Key West Bathroom). Overall, a fantastic layout! The private and completely fenced in backyard is perfect for entertaining with covered porches, outdoor seating and an in-ground custom spade-shaped pool with waterfall and a brand new pool heater. Lush tropical landscaping with irrigation and outdoor garden lighting makes this home truly special. This property also received a brand new roof in 2023. Schedule a showing today!

Welcome to 710 Ashe Street, a masterfully restored 1889 Eyebrow home, where historic charm and contemporary comfort converge in one of Key Wests most sought-after locations. This exceptional property, complete with a detached guest house, offers a versatile and elegant living experience--perfect for families, in-laws, or lucrative rental opportunities (rental figures available upon request). The main residence boasts three bedrooms, two bathrooms, and 1,282 square feet of refined living space. Step onto the inviting front porch, where classic island colors set the stage for the warmth and sophistication within. Inside, original hardwood floors, soaring 9-foot ceilings, and a beautifully preserved staircase pay homage to the homes rich history, while modern enhancements seamlessly elevate the experience. A thoughtfully designed brand-new gourmet kitchen showcases Cafe appliances, custom cabinetry, and French doors that open to a private backyard retreat--perfect for alfresco dining, relaxing in the lounge area, or unwinding in the spa after a day of island adventures. Upstairs, two additional bedrooms share a beautifully appointed bathroom that blends timeless elegance with contemporary finishes. Tucked behind the main home, the renovated guest house offers two bedrooms, one bathroom, and 1,021 square feet under roof. Accessible via a private walkway, this stunning retreat features an open-concept layout, where a stylish kitchen, sunlit living space, and designer finishes create an inviting atmosphere for guests or potential rental income. Located on one of Old Towns most exclusive and picturesque blocks, this remarkable property places you just moments from Key Wests finest dining, boutique shopping, and historic landmarks. Whether you seek a serene island escape or a savvy investment opportunity, 710 Ashe Street is a rare find in paradise.

New lower price! Gorgeous move in ready, 2,205 sq ft conch style home, where historic charm seamlessly blends with modern luxury situated in the best location in Old Town. Just steps from Duval St and one block from the ocean, beach and the Southernmost Point. Priced at $2,600,000 this exquisite property offers a turn- key experience that includes a fully furnished house, in addition with a Jeep Unlimited, making it easy to navigate the island and experience all that Key West has to offer. The ground floor has an inviting open floor plan with plenty of natural light filled rooms wrapped in Dade County pine and glorious flooring that allows for seamless flow between the living spaces, perfect for entertaining guests or simply unwinding after a day of adventure. With high ceilings and top-of-the-line finishes, every detail has been carefully curated to create a space the exudes elegance and comfort. The gourmet kitchen is a chefs dream with high end appliances generous countertops and custom cabinetry. Relax outside in the heated kidney shaped swimming pool surrounded by lush tropical landscaping or enjoy the covered pergola great for dining or shade. The 2nd floor has two double sized bedrooms with a spacious balcony with a glimpse of the ocean and Southernmost House. There is also a marvelous grand foyer with space for a small office. The 3rd floor master suite offers ultimate privacy encompassing the entire third floor which has a huge walk in closet with built in dressers drawers with quartz counters and lots of storage. The lavish master bathroom has a spa shower with a luxury rainfall shower head system. Double marble sink vanities, Vintage reclaimed wood walls and luxury vinyl flooring. While preserving its historic character, this home has been thoughtfully updated with modern amenities. Dont miss this opportunity to own a historic residence in Key Wests highly sought after neighborhood. Call today for your private showing

Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedrooms, 4-bathrooms but could be altered by a Buyer. Also, opportunity for buyer to customize high-end finishes to their personal taste. The entire lot was raised almost two feet and the home will be built above flood elevation, this energy-efficient ICF (Insulated Concrete Forms) home features a 1-car garage and a private pool, perfect for relaxation and entertaining. The spacious, open floor plan includes a gourmet kitchen and 3 primary suites, ensuring ample space and comfort for family and guests. Dont miss the chance to make this extraordinary home yours!

First Time on the Market! Surprising water views combined with maximum privacy are the signature advantages of this luxurious and well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction and added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 and a half bath home has been well maintained and never rented. Years of planting and care have gone into creating maximum privacy with lush landscaping in all directions. The pure realization of a true tropical escape: quiet, serene and secure, with no automobiles, world class amenities including an oceanfront restaurant and bar, full service spa, beautiful sand beaches, community resort style pool, tennis courts and fitness center. Plus Overlook has its own separate heated swimming pool as well. All of this just a quick ferry ride available every half hour to connect to all the action that Key West has to offer. A truly unique island experience! Check it out.

THE LAID-BACK LOWER KEYS ARE CALLING YOU ... experience life at a slower pace on this .81 acre open water estate with a 2-bedroom, 2-bath main house as well as a 1-bedroom, 1-bath guest cottage overlooking Bogie Channel. Entertain in the large, poolside tiki or on the covered platform at the end of the 463 ft. pier where family and friends can relax as they watch the sunset after a fun day on the water. The platform is equipped with a boat lift, floating jet ski dock and outdoor kitchen. Completely renovated, the 2-story CBS primary home offers the potential of adding a 3rd bedroom in the 1,950 sq. ft. living area.* Expansive impact-resistant windows capture spectacular sunrises and moonrises over the sprawling grounds and open water. Also nestled on the property is the renovated 536 sq. ft.*, frame-stucco guest cottage where your visitors can have their own space. The 35,330 sq. ft. property is fenced and accented by well-planned lighting. Monroe Countys quiet Palm Villa Park borders the south property line; the county also owns the large parcel to the north across the street with the intention of leaving it undeveloped. Tastefully furnished and move-in ready, this peaceful piece of paradise is just minutes from local shopping and eateries, yet only 30 miles from the excitement of Key West. *Source: Property Record Card

Welcome to Casa Caselles, where contemporary elegance and coastal serenity harmonize in this spacious breathtaking residence. Located in an exclusive gated enclave of just 19 town homes,this 4 bedroom, plus office, 5.5-bath masterpiece blends modern luxury with timeless charm and boasts an oceanfront pool to elevate your lifestyle.Spanning three levels of artfully designed space, this home features a private courtyard adorned with lush tropical foliage and a tranquil water feature. Impact-rated doors and windows provide both security and peace of mind. The first level offers a versatile area with a kitchenette, a full bath, and access to the private lushly landscaped courtyard--a perfect retreat for relaxation or entertaining.Ascend the custom floating staircase to the second level-an entertainers dream. The gourmet kitchen, complete with premium appliances, custom cabinetry, and quartz countertops, flows seamlessly into the great room and dining area. Sliding glass doors open to two private balconies: one overlooking the verdant nature preserve and the other showcasing ocean and pool views. A flexible space on this level, ideal for a home office or a fifth bedroom, is complemented by a full bath.The third level offers four exquisite bedrooms, including two with spa-inspired en suite baths and walk-in closets. Tastefully designed, the remaining two bedrooms share a beautifully appointed full bath, ensuring comfort and elegance throughout.Practicality meets sophistication with ample parking for two vehicles, guest parking, and generous storage for bikes and gear. Situated in a prime coastal location, Casa Caselles provides easy access to Key Wests renowned beaches, upscale shopping, fine dining, and the iconic White Street Pier. Whether strolling or biking, youll enjoy the vibrant charm of island living just moments from your doorstep.Discover why Unit #15 at Casa Caselles redefines modern luxury in the Heart of Key West!Owners are licensed realtors.

Elevation, Location and Strength, 117 Key Haven Road was built to stand the test of time. With its Elevated concrete construction, metal roof and impact windows and doors, this home offers excellent protection of your investment and safety for your family and high quality comfort.Its combination of large 9300 sq ft. lot, excellent deep water access and stunning open water views of the bay and Gulf of Mexico make this an amazing opportunity for the buyer looking for a waterfront home.Configured as a 3BD/2BA, all on one elevated level with master suite and wrap around balcony overlooking the open water.Renovated kitchen with stainless steel appliances and beautiful granite countertops provides excellent space to prepare and enjoy a dining experience.Two separate single car garages offer ample storage, additional off-street parking and boat trailer parking also available.Large concrete deck in the rear offers many options to those who love to entertain and enjoy the outdoors. Plenty of room for a pool and property can accommodate multiple boats.

If you are looking for location and a historic home, this triplex is tucked away on one of Old Town Key Wests most peaceful lanes. This charming Conch home won the distinguished Historic Florida Keys Preservation Star in 1988 and has been in the same family for over 40 years--a true testament to its warmth, character, and enduring appeal.The main house features generously sized rooms, high ceilings, and Dade County pine walls, all beautifully restored by local craftsmen.Attached to the main house is a versatile studio apartment, originally part of the homes original footprint and easily convertible back into a grand primary suite. In addition, there is a detached studio cottage perfect for guests or additional income.Part of the historic preservation focused on the large wraparound front porch with delicate gingerbread trim. The original water cistern was turned into a pool. This residence is a living piece of Key Wests vibrant history. Jimmy Buffett used to live next door for some time writing his book and songs.Now available as part of an estate sale, dont miss your opportunity to be the next steward of this extraordinary legacy.