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

Discover the ultimate fusion of luxury and part time usage with this transient-licensed, 2-bedroom, 2.5-bath condo in Key West. Perfectly suited for vacation rentals, it offers the flexibility of a personal coastal retreat and a robust source of passive income. Fully furnished with sleek, modern decor, high-end appliances, and refined details throughout, this turnkey property is ready to impress guests and owners alike from day one. Situated in the entrance to Key West, the condo provides easy access to a lively array of shops, restaurants, entertainment, and the beautiful waterfront and beaches just moments away. Designed for seamless rental management, this property maximizes returns with minimal effort, making it ideal for buyers seeking consistent income or anyone desiring an elegant island escape. Two onsite restaurants as well as a small marina where slips can be rented while you are in town. The beauty of this particular unit is that is is setup with 1BR/1BA as a lockout unit so you can rent one side for the other while still being able to use your vacation home yourself. Embrace the best of Key West living--your island getaway awaits!

Welcome to your piece of paradise in the exclusive gated community of Venture Out on Cudjoe Key. This stunning high-rise, built in 2018, embodies the perfect blend of modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a serene retreat at the end of the day, while an additional versatile room provides the ideal space for an office or cozy guest accommodations. Imagine docking your boat at the expansive 37-foot concrete seawall, a seamless transition from sea adventure to relaxation. The heart of the home--the kitchen--provides breathtaking open water views, creating a culinary experience like no other. Equipped with upgraded stainless steel appliances and a sleek induction cook top, its designed for both functionality and style. Accessibility is paramount in this property, featuring a thoughtfully designed elevator that ensures easy navigation for everyone. Step out onto the screened-in patio, where you can enjoy the fresh breeze and views of the open water. This high-rise is more than just a home; its a lifestyle waiting for you to embrace. Venture Out is a vibrant community that embraces the spirit of island living, offering many amenities designed to cater to both owners and guests. Spend your afternoons soaking in the warmth of the heated pool. The marina invites boating enthusiasts to indulge their passions, while the boat ramp provides seamless access to adventure on the waters. For those seeking a little friendly competition, the courts for tennis, bocce ball, basketball, and pickleball create an atmosphere of active recreation. At the recreation hall, residents gather for activities and social events, creating a strong sense of community.

Welcome to this coastal escape on Big Pine Key, in the Lower Florida Keys. This newly built 2022 home combines modern design with the rugged durability required for island living. This 2-bedroom, 2-bathroom residence offers 1,260 sq ft of stylish, open-concept living space designed to showcase the natural beauty of the surroundings. For those seeking life on the water, this property is a must-see. The private, on-site 38 concrete boat dock offers direct access to the renowned Bogie Channel, a sought-after haven for anglers and divers alike. Within minutes, you can be casting your line or exploring the world-class dive sites.Step inside and be greeted by an airy, sunlit open floor plan where the living, dining, and kitchen areas blend seamlessly. The kitchen features white cabinets with a large island that invites gathering and entertaining. Expansive impact-resistant windows and doors frame canal views, allowing natural light to flood the space while offering storm-ready protection. Built with longevity and storm safety in mind, this home features a metal roof, impact-rated windows, and doors for added hurricane protection. The elevated design provides extra peace of mind and allows for covered parking below. With room for 4+ vehicles, a boat trailer, or outdoor recreational gear, the space is functional and versatile.Savor the island breeze from the rear porch--perfect for morning coffee or evening cocktails--while soaking in canal views. The dual staircase access adds convenience. Beneath the home, the expansive concrete slab provides an open-air retreat for hosting friends, grilling fresh catches, or simply relaxing in the shade. Big Pine Key is celebrated for its laid-back charm, stunning natural surroundings, and easy access to world-class fishing, diving, and boating. Youll be part of a community that balances tranquility with adventure. Whether its the call of the open sea or the allure of island serenity, this property offers the best of both worlds

Your life on the links awaits! This beautiful 3 bedroom, 2 bathroom townhome is perfect for those looking for modern comfort with a touch of Florida living. Youll fall in love the open floor plan, modern kitchen, and two screened-in porches where you can relax and enjoy the fresh air. Plus, with the fenced in backyard that backs right up to the golf course, youll have plenty of opportunities to soak up the sunshine. And when you want to cool off, the large community pool and fitness center are just steps away. In addition to the living area, the first floor features one bedroom and one full bathroom. The other two bedrooms are located upstairs and share a full hallway bathroom. Recent upgrades include HVAC (2020), on-demand hot water heater (2022), and full landscaping with irrigation (2024). The perks and amenities of gated community living coupled with reasonable HOA fee and insurances, make this townhome a MUST SEE.

This charming Old Town property offers the perfect blend of historic character and future potential just steps from world-famous Duval Street. Rich with the classic charm of Old Key West, this property is a blank canvas waiting for your personal touch. The permitted main home features two spacious bedrooms, a bonus den that can easily function as an additional bedroom or office, a full bathroom, and living and kitchen areas. A private courtyard leads to a non-conforming 2nd building which includes a kitchenette, living area, two additional bedrooms and 2 bathrooms which possibly could be converted to legal living quarters which would have to be applied for through the City of Key West and which additional fees would have to be paid. A covered carport provides shaded parking for one vehicle, with additional street parking available. Located just a short walk from iconic Duval Street, the Ernest Hemingway House, the historic Key West Lighthouse, Truman Waterfront Park, and the tranquil shores of Fort Zachary Taylor State Park, this Old Town retreat offers an unparalleled Key West lifestyle nestled in a prime location. Just a short stroll to world-renowned dining, vibrant nightlife, picturesque parks and the historic seaport with endless dining, entertainment, and cultural attractions nearby, this property is the perfect blend of convenience and charm.

Boating enthusiasts will revel in the quick access to Pine Channel, leading directly to the backcountry sandbars and renowned reef, ideal for fishing and diving adventures. The property is equipped with two boat lifts, ensuring that your sea vessels are always ready for spontaneous escapades. At the serene end of the road in the coveted Jolly Roger Estates, this home offers the perfect blend of privacy and waterfront luxury. Step inside to discover a flood of natural light illuminating each room, then step out to two oversized screened-in porches viewing the lush hardwood hammocks.Experience unparalleled tranquility and privacy in this end-of-the-road sanctuary, where the only traffic is the gentle flow of water beneath your boat. This is more than just a home--its a lifestyle retreat waiting for you to make it your own.

Welcome to your perfect island retreat! This beautifully maintained 2-bedroom, 1-bathroom condo is ideally situated on the second floor, offering the best of Key West living. Step out onto one of the two private balconies--one in the front and one in the rear--which are perfect for enjoying the ocean breeze and tropical treetop views.Inside, youll find an inviting layout, featuring a modern kitchen, an open living area, and highlighted by a uniquely large bathroom--a rare find in Shipyard condos. The home is sold fully furnished, making it move-in or rental-ready from day one!Nestled in a lushly landscaped complex, residents enjoy access to a refreshing pool and scenic walking paths. The unbeatable location puts you just moments from Fort Zachary Taylor Beach, the picturesque waterfront, and all the excitement of Duval Street. Whether youre seeking a full-time residence, vacation getaway, or investment opportunity, this condo is the perfect slice of paradise.Dont miss out--schedule your private showing today!

Boaters Dream & Handymans Haven: Restore This Coastal Gem!Calling all boaters, handy enthusiasts, and investors! This 3-story home with a tool-lovers garage is brimming with potential and ready to shine again. Located on a prime waterfront lot, complete with a concrete seawall and davits, this property is perfect for anyone looking to create their dream home or secure a profitable investment. Inside, youll find a spacious layout with endless possibilities to design and restore. Whether youre a first-time homebuyer ready to roll up your sleeves or an investor seeking your next big flip, this house is a blank canvas waiting for your personal touch. 2 bedroom, 2 bathrooms and a dedicated laundry room on the main level with a spacious primary en-suite with walk in closet and balcony on the upper level, providing the ultimate privacy and 180 degree views of the open water. The oversized garage is ideal for the tool enthusiast or DIY expert, offering plenty of space for a workshop and storage for your cars and toys. Outside, the waterfront features make it a boaters paradise--dock your boat, cast a line, or simply enjoy the serene water views. With a bit of vision and elbow grease, this home can be restored to its former glory, offering significant value for the savvy buyer. Dont miss this opportunity to invest in your future and create a one-of-a-kind coastal retreat. Schedule your showing today and let the transformation begin! Seller will entertain ALL OFFERS.

OPEN HOUSE Saturday 3-29 from 10-12 noon.Located across the sound from the Great Heron Wildlife refuge, this expansive CBS ranch offers a sprawling floorplan with ensuite Master Bed/Bath and guest ensuite totaling 2,285 sf with 4 bedrooms and 3 full baths. Located in one of the best neighborhoods in the lower keys, just minutes out to Bogie Channel and open water fishing & recreation. Back country abundance is 7 minutes away and the open Atlantic 3.5 naut. miles via Spanish Harbor bridge. Floors include LVP plank throughout and new carpet ( Feb. 2025) in the master suite. Featuring a chefs kitchen with white cabinets, custom countertops and barstool dining, 6- lp gas burner stove and griddle, RO water on demand, SS appliances/sink. Outdoor shower off master and seawall davits. AC (2018) 2.5 ton and 3 ton installed. New 5V-crimp metal roof (2019). Brand new (Feb. 2025) VUBA surface out back off seawall. Enjoy evening cocktails on the 12x 40 new (2024) screened porch. This property offers substantial room for large family and guest entertaining. Also, RV Hook-up for extended guest stays. Underwater canal lighting & fish feeder brings in the Mangrove Snapper and shrimp to the seawall. Kayak through the sound labyrinth north to open water. Bird watch over the White Heron refuge. Big Pine Key is a nature lovers paradise destination with nearby state and federal land, beaches, walk/bike trails, kayaking, hiking, the Blue Hole and all within shopping, dining, sports park, medical and services. And 1 mile away from the renowned No Name Pub. This property is more than a house, it is a Keys lifestyle. So welcome to the Life in the heart of the fabulous lower FL Keys.

Experience the pinnacle of island sophistication with these beautifully appointed courtyard residences at the sought-after Beachside Condominiums in Key West. With two TRANSIENT RENTAL LICENSES, this turnkey property offers exceptional flexibility as a personal retreat, full-time residence, or lucrative vacation rental. Thoughtfully designed as two separate, fully furnished units, this condo offers incredible versatility. Live in the spacious main condo (1074 sq.ft.) while renting out the second studio (282 sq.ft.) through the resort rental program--doing so could even offset your condo fees! Each unit has its private entrance, giving both owner and guest complete independence, privacy, and ease. Its premier lower-level location offers direct access to the pool and is in close proximity to parking, ensuring seamless convenience for both owners and guests. The interiors showcase refined finishes, designer furnishings, and a coastal aesthetic that perfectly captures the Key West lifestyle. Living here means enjoying a full suite of resort-style experiences right at your doorstep. Begin your day with a yoga class by the water or a workout in the fitness studio overlooking the Gulf. Lounge by the expansive waterfront pool or stroll to the private beach and marina, where you can relax in shaded loungers or embark on a sandbar or sunset cruise with on-site excursions. When its time to dine, enjoy fresh island flavors and elevated cuisine at the resorts acclaimed restaurants. The complimentary downtown shuttle makes exploring Key West effortless, while covered parking, concierge services, and on-site rental management ease every stay or investment. Whether youre soaking in the sun on your private terrace, enjoying the vibrant resort atmosphere, or maximizing income potential through nightly rentals, this property offers a rare chance to own a piece of paradise with all the benefits of a world-class resort.

Panoramic Ocean Views! Transient Rental License! This 2 bedroom, 1 bathroom home has panoramic ocean views, southern exposure, direct oceanfront access with a 45-foot concrete seawall to dock your boat with swim ladder and fish-cleaning station. Views of the ocean abound in your large, bright living room, well equipped kitchen, large bathroom, washer and dryer, a covered porch overlooking the Atlantic Ocean and off-street parking for 1 vehicle. Venture Out is an individual owned residential condominium community with 24-hr gated security, and only 19 miles from Key West. Venture Out has 4 miles of paved secured streets to walk or bike. Amenities include oceanfront heated saltwater pool, hot tub, marina with fuel dock, boat launch, convenient store, tennis, pickleball, bocce, basketball, playground, fun activities and more! Close to restaurants, shopping, parks and local events, this property has something for everyone! POSSIBLE SELLER FINANCING

The perfect home for comfort and relaxation in the beautiful Florida Keys. This beautiful 2-bedroom, 1-bath home is located in the Eden Pines Neighborhood in Big Pine Key. Nestled along a serene canal, this property is an ideal haven for boaters. Enjoy direct access to the FL Keys waters right from your backyard. Its modern kitchen, stylish floors, and cozy bedrooms are perfect for your Keys family. The laundry room is conveniently located downstairs with plenty of room for storage and organization. Whether youre visiting a few months out of the year or living here full-time, youll be sure to enjoy this great piece of property.

Experience the charm of this beautifully renovated split-level home, designed with privacy and elegance in mind. The elevated master suite ensures a peaceful retreat, while additional spaces offer the versatile of an office or separate family room perfect for relaxation or entertaining. Step through the bedroom doors onto a spacious deck, where you can enjoy views of the meticulously landscaped backyard and expansive pool. Nestled on a generous double lot, this property features wonderfully lush greenery, providing seclusion in the tranquil setting of Big Pine Key. Every detail has been thoughtfully considered, from the stylish Plantation shutters and open-concept living area to the new metal roof and AC system. This home truly offers everything you could wish for. Schedule your showing today and experience all the beauty this home has to offer!

Heres a classic Key West bungalow with an oversize lot located on a quiet treelined street. Interior features include a renovated kitchen and Energy Star stainless appliances, newly installed composite flooring, 3 bedrooms and a remodeled bathroom. A wall of French doors opens from the main living/dining are to a 450 sq ft covered deck/patio complete with a lounging TV area, bar, outdoor kitchenette and outside shower. Just off the deck/patio is a separate laundry/storage room. The large rear yard is surrounded by mature tropical foliage, offering privacy and seclusion with plenty of room for a pool. With off street parking for multiples vehicles, boat or RV, a convenient location near schools and shopping, this is a special and unique oasis.

Nestled in Key Wests Historic District, this two-story, 2-bedroom, 2-bathroom home sits on a small, manageable lot, offering a unique renovation opportunity. The propertys classic architecture and historical charm are just waiting to be restored and personalized to your taste. With a bit of vision, this space can become the perfect island retreat or vacation rental.Though the lot is compact, the potential is immense--maximize the indoor living space while enjoying all the charm of this iconic area. Perfect for those looking to own a piece of history while transforming it into something modern and comfortable.Large primary bedroom, bathroom and sitting area located upstairs. Second bedroom and bathroom on the main floor along with the living, dining and kitchen.Located in the X Flood zone, centrally located on the island, close to downtown and midtown.Contact us today to schedule a viewing and explore the possibilities!

Just a few feet from Ocean offering easy boat access to Cudjoe Bay, Atlantic Ocean, from the Private Communitys Common area Pier, Boat dock, Enjoy Fishing, Kayaking, Snorkeling, Lobstering, World class reef diving and much more, Its all right here! And all just a short drive to Key West. The home recently concluded full renovations and is in like New condition with very high-end furnishings, that will Convey on request, New Paint throughout The Home boast double story Balcony, Bamboo floors, Stainless Kitchen Appliances, Granite countertops in kitchen and all 3 Full Baths, Central Air and so much more. This spacious 1156 sq. ft. home was Stick Built new in 2007 its custom designed layout includes (2) Ensuite Master Bedrooms each with Full Tile bathrooms, Large Walk-in closets and Private Walk out Balcony views. This is NOT a modular home. It was however Built with for Security, Safety, Storms and Low-Cost insurance. The home was built for 180+ storm ratings including Full Impact Windows and Doors. Weathered all storms and hurricanes from construction to present day, with NO damage. Tented by Hammerhead about a year ago. The Private Gated Community Sunrise Beach is a legal HOA in good standing that offers Waterfront Sunset Views, Tiki Hut, Heated Swimming pool, Full Grounds Maintenance, Small Sand area, Fishing Pier, Boat dockage, Fish Cleaning station and Security Monitored Private Gated Entrance. INVESTERS Take Note! This is a Very Rare, and desirable Lower Keys location WITH the Legal ability to offer short time Vacation Rentals in this HOA of 11 Homes. Some of these private community homes are currently used as Vacation Rentals Units and are all earning income to the Owners/Investors. You can have the best of both worlds with a Full-time home or Private Vacation Home that will Earn income. Home is Currently a Vacation Rental through a Rental Management Company. Call agent for details on transient license availability. This is a Great Rare property

PRICE IMPROVEMENT on this lovely 3bed/2 bath Key West home!Gorgeous, lushly landscaped corner lot in Midtown. 1 mile to historic district. 1 mile to beaches. Spacious front, back and side lawns and a stained, wood fence surround this strong, concrete home. Room for a pool! Off-street parking is ideally located in the rear of the property with a carport and theres abundant street parking at front and side for your guests. The layout of this home is superb, with open, front to back living areas. A large living room with 3 oversized windows leads to a central kitchen with stainless steel appliances and then a dining room. All three bedrooms sit off the central hall on the right side of the home. A large common bath is shared by the two front bedrooms and the rear, spacious primary bedroom has en-suite full bathroom. Laundry room with new washer and dryer. Pantry/storage area is in the rear of the home with the back door opening onto a spacious back yard. Generous storage shed in the corner is an added bonus. One of the sweetest features of this fabulous home is its quintessential, 200 sf front porch. A welcoming feature for neighbors and friends, it offers outside living with abundant room for lounging and dining. Facing north-west, the sunset views from the porch are stunning! Imagine dining at twilight on a quiet evening gazing at a canvas of purples, oranges and pinks. This is what Key West is all about!A hip metal roof was completely replaced in 2019 to include all current code requirements, newer HVAC system and very reasonable insurances (see attachments).Midtown East has grown rapidly in popularity due to the quaintness of its neighborhoods, its large lots and its close proximity to EVERYTHING! 1 mile to the south side beaches, 1 mile to Old Town and a hop, skip and a jump to shopping and schools. This is your chance to get in on the always accelerating Key West housing market and into a great home!

Welcome to 1302 11th Street, a delightful 3-bedroom, 3-bathroom home nestled in the quiet midtown neighborhood of Key West. This prime location offers unparalleled convenience, being just minutes away from grocery stores, popular restaurants, and Duval Street.This charming home, recently updated with a new roof in 2022 and equipped with storm shutters for added protection, is situated on an oversized corner lot, providing multiple yards for you to enjoy and customize. Whether you envision a lush garden, an outdoor entertaining area, or even a pool with a backyard oasis, the possibilities are endless.The property features a spacious attached garage, perfect for storage or easily convertible into additional living space. Additionally, there is a 1-bedroom, 1-bathroom lockout suite with a separate entrance, ideal for providing privacy to visiting friends and family or even as a potential rental unit.The potential of this home is limitless, making it a unique opportunity to create your dream living space in a highly desirable location.

TWO MORE DAYS ON THE MARKET UNTIL IT IS TAKEN OFF COMPLETELY! Get this high income producing, 100k per year with low expenses, fully renovated duplex in Midtown Key West. This property offers flexibility for use as a vacation home, primary residence, or investment opportunity with a HIGH ROI. This duplex is a proven income generator, with detailed financial records available. The property features two mirrored units, each comprising two bedrooms and one bath (4 bedrooms and two baths in total). Renovated extensively in 2019-2021, upgrades include hurricane impact windows, new AC units, a newer roof with solar-powered attic fans, and updated plumbing with PVC replacing all cast iron drain lines, installed in 2021. This meticulously updated duplex offers both modern comfort and strategic investment potential The duplex is also eligible for use as an Airbnb, as both units hold Key Wests required 28-day rental licenses with historic inquiries of at most $11K/month for peak months. Appraisal approved!

This beautiful home sits on TWO LOTS and has 100 of canal frontage with a concrete seawall and a #15,000 boat lift. Great boating access to both the Atlantic and Gulf. It is move in ready, just bring your boat. Impeccably maintained, this 2 bedroom 2 bath home includes impact windows and doors and a metal roof for EXTREMELY LOW INSURANCE PREMIUMS. This home offers cathedral ceilings and an open floor plan filled with natural light for a bright and spacious feel. The generous quartz counter tops, updated appliances, oversized drawers, and large pantry make the kitchen a pleasure to work in. An oversized master bedroom stretches from one end of the house to the other with tons of closet space and plenty of room for an office, sitting area, or add a 3rd bedroom. It has a large deck overlooking the canal which is the perfect place for outdoor dining and entertaining. The home sits on a fenced 10,000 square foot lot with plenty of room for an addition, a pool & tiki bar, as well as space for your RV and boat trailers. It is nicely landscaped with tropical foliage and has a fenced yard with two large rolling gates. There is a storage area below and an additional shed near the boat lift with an RV hook up. This tropical island home is nestled in the quiet neighborhood of Eden Pines on Big Pine Key in the Florida Keys. Big Pine Key is perfectly situated in the middle of the Lower Florida Keys which offers the most pristine backcountry ecosystem with many islands, creeks, sandbars and patch reefs to fish and explore. Also enjoy world class fishing & diving in both the Atlantic and Gulf just minutes from your house. The neighborhood boat ramp is conveniently located just around the corner.