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

Mariners Dream - Your Waterfront Paradise Awaits! Welcome to this elevated, stilted two-story home offering 1,560 SqFt of living space and a versatile 4th bedroom that doubles as a den. Situated on a deep, wide, and pristine canal in the desirable Cutthroat Harbor Estates of Cudjoe Key, this home provides the perfect canvas for renovation. With new windows and siding (Completed 2023), much of the heavy lifting has already been completed. Step outside your door to immediate access to the water, whether youre fishing, swimming, or simply soaking in the serene canal views. The 3 control depth provides crystal-clear water ideal for swimming, and theres plenty of space to add your own dock, with or without a boat lift. This home is perfect for those who appreciate the beauty of coastal living and are ready to invest a little elbow grease into transforming it into a dream waterfront retreat. NUTS & BOLTS: Large bonus space enclosure under the house opening up to the waterfront tiki bar; New windows (9) & Hardy-board Siding; 3-ton AC (1998) ; Lower enclosure (1991) Newer wood stilt piers, front and waterfront decks Tiki bar (needs restoration) ; Laundry room off the kitchen. Make this Mariners Dream your very own and embrace the ultimate coastal lifestyle!

Dream Island Living Awaits!Discover this move-in ready, fully furnished 2 bed/2bath canal front home in the secure gated community of Venture Out in CUDJOE KEY. This beautifully appointed property features a 35 ft concrete seawall, perfect for boaters and water enthusiasts, offering stunning open water views that create a serene backdrop for your island lifestyle. Enjoy ample downstairs space, ideal for entertaining family and friends in a laid-back atmosphere. Take advantage of the exceptional amenities within the community, including a heated oceanfront swimming pool, spa, pickleball and tennis courts - perfect for fun and relaxation. Convenience is key with a boat ramp located next to the on-site store and marina, which also includes a fuel station.Nightly rentals allowed.Dont miss out on this incredible opportunity to embrace the best of Florida Keys living! Call me today to schedule a showing.

Beautiful canal front home with open water views from your spacious open-air porch. Located in a gated community with TRANSIENT RENTALS and tons of amenities. 35 custom-tiled concrete seawall and covered carport w/storage room. Beautiful kitchen with double oven, stainless appliances, Corian countertops and lots of cabinets for all your storage needs. Open floor plan w/dedicated dining area, large living room, tile floors, recessed lighting and crown molding throughout. Spacious master-suite with both guest and master bath offering tiled shower surround, glass doors with lots of storage. Nicely appointed guest bedroom and bathroom. House comes furnished. Just bring your swimsuit, your boat and get ready to enjoy the beautiful water and activities in the Florida Keys.

SOLD TURN KEY! This second-floor, two bed, one bath condominium features soaring vaulted ceilings that make a bright and airy space. Freshly painted interior, tile floors throughout and other recent updates make this move-in ready. Impact French Doors open to the rear deck that offers a tree top view and has a glimpse of the community pool. There is another deck off the kitchen to enjoy the morning sun. Includes the special Truman Annex / Shipyard transient license. This is the perfect Shipyard condo for your vacation home and the ability to rent when youre not using it, or as an investment. Close to Duval Street, Truman Waterfront Park, Fort Zachary beach and all the action in downtown Key West. The assigned parking space and community pool are steps away. Sellers are Florida REALTORS.

Discover a beautifully updated residence boasting three spacious bedrooms and two full baths. Step inside to modern finishes throughout--featuring sleek stainless-steel appliances, Granite countertops and new flooring that elevate the homes overall charm. Extended your living space by opening up the 2 sets of double doors onto an amazing balcony featuring brand-new decking. This is the perfect spot to unwind and watch breathtaking sunset. Home is located on an expansive yard that provides ample space for a pool, gardening, play, and to cherish outdoor living. An enclosure is located next to the carport that is designed to secure your storage with convenient access. A neighborhood features include a community park and a boat ramp.

Start Living the Keys Life in this well maintained 3-Bedroom Waterfront Home! With vacant land protected on three sides from building, your privacy and tranquility at this home have been established. The peaceful surroundings provide a perfect retreat, ensuring your ultimate relaxation. Inside, the home features pocket sliders that open up to a screened porch, blending the indoors with the lush tropical ambiance outside.Built with quality in mind, this property boasts impact windows and doors, along with a metal roof for added strength and durability. The ground-level enclosure offers abundant storage space, perfect for all your outdoor gear and equipment. Step out into the backyard and youll find a crystal clear canal with a low-maintenance composite dock, ideal for boating, fishing, or simply soaking up the sun. With a boat lift already in place, enjoy quick access to both the Atlantic Ocean and the Backcountry waters, making this the perfect home for water enthusiasts.Located in a desirable neighborhood, this home brings the best of Keys living. Dont miss out on this incredible opportunity, schedule your appointment today and start living the island life! 21ft Angler boat with Trailer available.

On a beautiful street this duplex is located on the desirable upper end of Eagle Avenue. The main house is a full renovation project, offering a prime opportunity for customization or redevelopment. This property comes with a build-back letter from the City of Key West, offering a rare chance to create a custom home in a prime residential area. The property can also be purchased with the adjacent vacant, buildable lot at 3705 Eagle Avenue, providing additional space and flexibility for expansion. Situated in New Town Key West, this location offers easy access to schools, shopping, beaches, and Old Town. A rare chance to invest, renovate, or build new in one of Key Wests most sought-after residential areas!

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!

Tropical Paradise Living in the Heart of Old Town, Key West.Discover your dream retreat with this beautifully updated 2-bedroom, 1-bath condo, perfectly situated in the exclusive Truman Annex. Just 2 short blocks from Duval Street.Step inside to a renovated kitchen featuring stunning marble countertops, stainless steel appliances & elegant wood cabinets--perfect for entertaining or enjoying quiet evenings at home. The home has also been upgraded with impact windows and doors and new flooring throughout. The bright & airy living spaces flow seamlessly into your private backyard, an ideal spot for morning coffee or evening cocktails. A large, shared pool is conveniently located just steps from your backyard. The property includes an assigned parking space.Come and enjoy the wonderful lifestyle that Key West offers! Walking distance to Duval Street, Fort Zachary Taylor (Beach), the newly built Coffee Butler amphitheater, and Truman Waterfront Park. Wonderful Farmers markets occur weekly, as well as seasonal events. A special Truman Annex Transient license with restrictions will convey with the sale. Home is listed fully furnished.Whether youre looking for a vacation home, rental property, or year-round residence, this is a chance to own a perfect condo in a great location. Schedule your private showing today & start living the island dream!

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.

MOTIVATED SELLERS A must see this desirable beautiful bright condo located in the heart of historic Old Town area. This charming 1 bedroom 1 bath home offers high ceilings, with open spacious floor plan. The perfect spot within walking distance of great restaurants and a few blocks to the Historic Seaport and the famous Duval Street. OWNERS MAY HAVE A PET WITH ASSOCIATION APPROVAL.

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.

Step into the world of luxury living at Beachside Key West, where you can own a piece of paradise that functions as both a high-end resort and a private retreat. This exceptional condotel unit offers the rare flexibility of full-time residency or a lucrative vacation rental opportunity.Designed for ultimate convenience, the unit features a versatile two-part layout. The main suite is a spacious one-bedroom, one-bath residence with a fully appointed kitchen, a generous open-concept living area, and a welcoming foyer. The lockout suite, accessible from the foyer, is a private one-bedroom, one-bathroom retreat, allowing for independent rentals or expanded personal space. Unlock the connecting door, and the unit transforms into a seamless two-bedroom, two-bath home, perfect for family vacations or maximizing rental potential. Perfectly positioned within the resort, the unit boasts tropical views of the pool and spa area right from your private balcony. A charming spiral staircase provides direct access to the pool and spa, placing relaxation just steps away from your door--an unmatched convenience for you or your guests.Fully furnished with elegant decor, high-end appliances, and resort-style amenities, this turnkey investment ensures both comfort and profitability.Located at the entrance to Key West, Beachside offers unparalleled access to world-class dining, shopping, and entertainment. The property features on-site restaurants, a marina with rentable boat slips, and premium resort amenities, ensuring an effortless coastal lifestyle. Whether youre dreaming of living in a luxury hotel year-round or securing a high-yield investment, this condotel unit offers the best of both worlds. Your Key West escape starts here!

Discover the perfect slice of paradise with this enchanting Key West cottage nestled in historic Old Town! This quaint property offers an unparalleled opportunity to own a single family residence and experience the essence of island living. With two structures on this lot, the potential is endless! Step inside the main home to discover a cozy living room/kitchen combination with bar top seating for two. The updated kitchen is equipped with stainless steel appliances, wine cooler and shiny stone countertops. The Primary bedroom is adjacent to the living room with spacious walk-in closet. Across the hall is a beautifully appointed, large bathroom with a walk-in tiled shower. Passing through the kitchen and exiting the back door youll step in to the private brick-paved courtyard. Perfectly set up for outdoor dining with shade sails and tropical landscaping. Once outside, youre greeted by the second structure that also is a one bedroom and one bathroom. This is a perfect set up for friends and family that are coming for a visit or even a roommate. Washer and dryer are just on the backside of the second structure. Small spot for parking a golf cart if you need one. Great location, steps away from all that Key West has to offer, but a really nice neighborhood that the locals like to call the White Street Art Gallery District. Call today for your private showing!

Discover Key West Charm in this Canal Front Gem! Welcome to this stunning 3-bedroom, 2-bathroom home, perfectly situated on a serene canal. This property embodies the essence of Florida living with its inviting features and picturesque surroundings.Charming Interior: Step into a spacious living area with wood beams and Chicago brick flooring, seamlessly connecting the sitting room and family room for a warm, open feel.Gourmet Kitchen: Enjoy cooking in a stylish kitchen featuring elegant granite counters and a charming bay window that offers beautiful views down the canal.Outdoor Oasis: Glass sliders lead you to an expansive outdoor patio, complete with an outdoor cook station, misting system and landscape lighting perfect for entertaining and enjoying the tropical breeze. Beautiful fenced in gardens filled with a variety of native plants and flowers and a charming brick walkway.Fishing Enthusiasts Dream: A detached fish station and a generous 75 ft concrete dock provide direct access to the water, making it ideal for boating and fishing. Just minutes from Bogie Channel!Peace of Mind: Equipped with impact windows for added security and energy efficiency.Dont miss your chance to own this slice of paradise. Schedule your private showing today!

Great location in the heart of Old Town, just off Southard Street. This updated single family home features an open floor plan with living area, dining area and kitchen. The full bath on the first floor is updated and features a shower and the washer/dryer. The open staircase has a high ceiling and leads to the bedroom and full bath on the second floor. Enjoy a peaceful wraparound-covered porch just off the bedroom. There is also a small courtyard that is very private and has enough room for grilling and chilling out in the Key West lifestyle.

Old Town Key West, welcome to this adorable 2 Bedroom, 1 Bath historic cottage Tucked away in one of the most enchanting neighborhoods, 611 Grinnell Street,Home #6, is full of warmth, charm, and island character. A true hidden gem, this 610 sq ft home is part of a small, peaceful compound just a short stroll to Duval Street and the Historic Seaport. Close to wonderful restaurants, live music, shopping and more!!Step inside and fall in love with the soaring vaulted ceilings, sunlight filtering through skylights, and the soft cool coastal tones. Wrap around deck and a private and tropical patio in the back--a perfect spot to unwind with a morning coffee or enjoy an evening under the palms.The bright, updated kitchen features stainless steel appliances and custom cabinetry with gorgeous Quartz Countertops. 2 wonderful bedrooms, the master which is spacious, both with tons of natural light. Beautiful new Bathroom stylishly done. New ACs make for a great way to cool off after a nice bike ride thru Old Town.This home is being offered fully furnished, ready for you to move in and start living the island dream or never miss a beat as a income producing rental. With low HOA dues of just $288/month, this sweet cottage is ideal as a full-time residence, weekend retreat, or vacation rental. Enjoy the large refreshing pool that is shared by only 7 homes and quiet and peacefulness of this hidden compound. Offered turnkey, fully furnished with everything you need! Just bring your clothes and bike and happy attitude and be ready to enjoy the Keys Way of Life! $288/month HOA - common area maintenance, large poolWalkable to everything Old Town has to offerQuaint, cozy, and full of history--this little cottage is Key West living at its most charming. 🌴✨

Here is a rare opportunity to own a nightly vacation rental condo in Key West with a transient license, allowing for highly profitable short-term rentals. Rental history is available in the documents tab. Located in the sought-after Sunrise Suites Resort, this property offers a long history of consistent rental income. Investors can take over future bookings, ensuring a seamless transition and steady revenue stream.Situated on the third floor, this 2-bedroom, 2-bathroom unit overlooks the tennis courts, providing scenic views and a relaxed atmosphere. Sunrise Suites offers an array of resort-style amenities, including a lagoon-style pool surrounded by lush tropical landscaping, a community BBQ area perfect for grilling your fresh catch, tennis courts for an evening match, and an on-site gym for staying active.The unit itself has been updated with new flooring, a/c, washer/dryer hookup and a fresh coat of paint.

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.

Old Town Duplex across from Bay View Park. Two story main house along with detached cottage. Lots of potential. Major renovation project. Foundation issues, evidence of termites, plus leaking roof. Does have off street parking. Being sold as is with no repair and no clean up by seller. Needs cash buyer. Proof of funds required before showing. Please do not disturb the occupants.