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

Now offered in the sought after Jolly Roger Estates, this beautifully maintained one owner, canal front home is just 10 years old and move-in ready. Elevated and thoughtfully designed, the 1,296 sq. ft. residence features three bedrooms and two bathrooms with refined details such as crown molding, tray ceilings, tile showers, and an open-concept living area. A new metal roof was installed in 2018, and the home is fully equipped with impact-rated windows and doors for peace of mind. Enjoy added privacy and nightly sunset views over the pristine salt marsh directly across the street. Boaters will appreciate the excellent access to both the ocean and the bay, with a private dock that includes a side lift boat elevator. The spacious lot provides a large driveway, covered parking for multiple vehicles, and space for a boat trailer. Downstairs, a full concrete pad and enclosed anglers room offer the perfect setup for storing fishing gear and water toys. Located near mile marker 28.5, Jolly Roger Estates is a peaceful waterfront community on the Atlantic side of Little Torch Key. Known for its palm-lined streets and tranquil setting, the neighborhood offers direct access to Pine Channel and world-class boating, fishing, and diving at Looe Key Reef. Just 24 miles from Key West, the area offers the perfect balance of island serenity and easy access to vibrant city amenities.

Start the New Year in this wonderful family home with a flexible floor plan. Located on a quiet street in mid town close to schools, shopping and walking trails through Little Hamaca Park nature preserve. Upon entering the home you will find an open concept living and kitchen area perfect for family gatherings. Impact rated French doors off the living room lead you to the tropically landscaped side yard. The versatile layout offers three generous sized bedrooms and one updated bath on one side of the home. Additionally, there is a flexible space for a bedroom/den/office and an updated bath to the right side of the kitchen. Offering possibilities of a potential lock out space for guests or generating additional income. Enjoy your own private paradise with a spacious backyard on this 6,472 sq ft lot. Featuring a large 20ft x 15ft saltwater swimming pool and private waterfront allowing access to the salt ponds for paddle boarding or kayaking right from your backyard! The attached garage offers parking, extra storage and a laundry room with a new Maytag washer and steam dryer set and on demand hot water heater. Must see, call today!

Nestled in the serene Bay Manor neighborhood, this beautiful single-family home seamlessly blends comfort with tropical charm. The home boasts a master suite, complemented by 2 additional well-sized bedrooms and 2 full baths. Enjoy a kitchen featuring sleek granite counter tops. A large pantry/laundry room enhances functionality, while the expansive backyard offers ample space for entertaining and a pool. The rear yard is highlighted by a carport and a large cabana-style building, perfect for gatherings or relaxation. Mature trees, lush greenery, a fruit bearing mango tree and a privacy fence surround the property, providing a private and tranquil setting. Conveniently located in New Town near schools and shopping with off street parking. Just a short drive to Key Wests vibrant downtown, offering dining, shopping, and cultural attractions. Nearby parks and waterfront areas provide opportunities for boating, fishing, and enjoying the islands natural beauty. Whether youre seeking a vacation retreat, investment property, or full-time residence, this property presents an ideal opportunity to experience the laid-back Key West. One of the listing realtors is related to the sellers.

Investment opportunity! This Duplex features a 3 bedroom and 1 bath main home with carport, separate addresses (Front & Rear) & utilities. The 1 bed/1 bath concrete block structure is 553 square feet, built in 1958 with its own driveway and side yard. There is a small shed for extra storage. The combined (under market) rentals are just over $4,500/month with leases in effect through June 2026 for both houses. Renovate or rebuild! Please allow 24 hours notice for scheduled showings.

Just in time to celebrate the holiday weekend! Take advantage of this exciting new lower price and one of the best opportunities to own a waterfront property in Key West. Short notice showings are available for the entire Memorial Day Weekend.Scenic view of Sunset Marina, Key West, and the Gulf of America! Imagine retreating to the tranquility of this spectacular waterfront haven from the bustle of the tourist district of Key West, while still having all the excitement of our fun little island at your convenience. All this with boating possibilities at your doorstep and a nearby 18 hole golf course. The modernly constructed, open-concept 2 BR and 2 BA condominium offers volume ceilings, a large kitchen with a premium suite of appliances, and functionality rare to most Key West communities. Overlooking the picturesque marina, a private balcony serves as the centerpiece of the main living area, with additional access from the spacious master suite. In ideal condition, the home is ready for your immediate occupancy, allowing you to enjoy our famous winter weather without any delays posed by seller continued use or existing leases common during this high demand time of year.With a manicured tropical setting, Sunset Marina features a private entrance, scenic boardwalk to enjoy leisurely sunset strolls, heated pool, hot tub, and clubhouse complete with a kitchen to cook your catch. With easy unit access to the elevator and stairs, covered parking and enclosed storage are assigned to the unit, with common areas handy for kayaks, scooters, and bicycles.Sunset Marina is a full-service marina with an ultra-modern concrete floating dock system offering direct open water access. Boat slips of all sizes are readily available for an additional purchase in the mid $200s. Whether you are an avid boater or simply enjoy the waterfront lifestyle, Sunset Marina provides the perfect gateway to the pristine waters of Key West. Ready for your private tour.

60 foot wide canal, 80 feet of cement seawall. Great boating access. Welcome to 66 Colson Drive in the desirable Cudjoe Gardens! This beautifully updated 3-bedroom, 2-bathroom canal-front home offers the ultimate Keys lifestyle with direct ocean access, ideal for boating enthusiasts. The bright and open floor plan seamlessly blends indoor and outdoor living spaces, perfect for entertaining or simply relaxing by the water. The kitchen features sleek finishes, stainless steel appliances, and ample storage. This home has a brand new roof and a new AC for immediate savings. Step outside to a tropical oasis, complete with a sparkling pool and a spacious patio, all overlooking the tranquil canal. With 80 feet of waterfront with a concrete dock, this property is ready for your next adventure on the water. Embrace Keys living at its finest in this move-in-ready gem in Cudjoe Key!

Welcome to your private tropical oasis in the Lower Florida Keys! This beautifully maintained waterfront home is perfectly situated on a quiet street in the desirable neighborhood of Cutthroat Harbor Estates on Cudjoe Key. Boasting 3 bedrooms, 2 bathrooms an open-concept living area, this property is designed to embrace the laid-back island lifestyle.Step inside to find a bright and airy interior with vaulted ceilings, large impact rated windows, and sliding glass impact rated doors that give the home natural light. The kitchen features a heart of the house concept, and a convenient breakfast bar, making it perfect for entertaining. Hurricane doors and windows provide safety and peace of mind as well as mitigation credits for insurance! New Gree air conditioning units with both cooling and heating.Outdoors, youll discover a spacious patio overlooking a deepwater canal with direct access to the open ocean and the Gulf of Mexico. The property includes a 60-foot concrete dock, making it ideal for boating, fishing, or diving adventures. Take in the breeze from one of your FOUR balconies! Enjoy a variety of native trees and plants provide shade through the property. Exceptional boating out your back door! Cudjoe Bay is an exceptional spot to anchor and go for a dip to cool off. Additional features include a large lot with lush landscaping, plenty of storage for your gear, covered parking, and room for an RV or trailer. If youre looking for a full-time residence, a vacation retreat or an investment property, this home offers it all. Plenty of room to add a boat lift or pool! Downstairs enclosure provides ample storage for tools and boating toys!Enjoy the beauty of the Florida Keys and the convenience of being just 20 minutes from Key Wests dining, shopping, and entertainment. Schedule your private tour today and start living the dream!*Please note 3rd bedroom is open air

Welcome to Cayo Casa Cudjoe, a tropical haven where the island lifestyle seamlessly blends with world-class fishing. Nestled on a beautifully landscaped triple lot, this waterfront gem offers the ultimate escape. The heart of this anglers paradise are the 2 covered boat slips, each equipped with their own lift; your gateway to the best fishing, diving and boating in the Florida Keys. Whether youre setting out for an early morning catch or cruising the calm waters at sunset, these private boat slips make every adventure effortless. The elevated main house features 2 bedrooms and 2 baths, with soaring vaulted ceilings and warm original wood flooring that bring a natural island feel to your living space. The open-concept great room is perfect for entertaining or unwinding after a day on the water, with stunning canal views just beyond your windows. Below, the pre-firm guest quarters provide a comfortable and private retreat for visitors, or the perfect spot to relax after a day spent fishing, diving, or exploring the nearby islands. With 18,564 sq ft of land, youll have room to spread out, add a pool or just fully embrace an abundance of privacy. Whether its hosting outdoor gatherings, parking your boat trailers and RVs, or simply soaking in the lush surroundings, Cayo Casa Cudjoe is designed to maximize your enjoyment of this beautiful tropical setting. Dont miss the chance to call this island retreat your own and experience the best of Florida Keys has to offer!

Look no further for your Florida Keys dream home. This home is located in the highly desirable Jolly Roger Estates on Little Torch Key where fishing and diving are in your backyard.Dont miss out on this rare opportunity! After more than two decades, this spacious waterfront residence is finally available! Featuring a 50-foot boat dock, this large nearly 2400 square foot Canal front home awaits your personal touch!The potential here is immense. Spread across two stories this home is elevated above the base flood level, the majority of the square footage resides on the first floor, boasting an open floor plan. The main level is comprised of a sizable living area with high ceilings, offering stunning canal views and seamlessly flowing into a spacious kitchen. Additionally, two oversized bedrooms and a shared bathroom to complete the first-floor layout.Ascending to the second floor up the hard wood staircase reveals a sprawling primary bedroom and bath, providing ample space and comfort. Exterior-wise, the home has a durable metal V-crimp roof and a wrap-around porch with aluminum railings. Generous storage options are available both within the house and beneath the elevated structure.Convenient parking is provided in both the front and under the house, ensuring ease of access for residents and guests alike. With low-maintenance tropical landscaping and a pea rocked lot, the possibilities are endless.Situated near the end of Doubloon Rd, this residence offers convenient boating access Oceanside, making it an ideal choice for water enthusiasts. Dont hesitate to make this exceptional property your own and embark on a new chapter of waterfront living!

A perfect family 3/1 home in one the best New Town neighborhoods. This fully gated home sits on a massive oversized lot and is completely move-in ready. The home boasts three large bedrooms and a large family bath. The floor plan in the kitchen and living area flows perfectly for open living. Glass French doors open to the back patio (that could be enclosed for Florida room) and look out at the massive green lawn and native trees. The large back yard is perfect for expansion or creating your very own tropical oasis. Set back in complete privacy is a beautiful guest suite/office space with bath. The side yard with an additional privacy fence is perfect boat parking. This property is a must see!Occupied so must allow 24 hour notice.

Get ready to fall in love with this beautifully remodeled 2-bedroom, 2-bath canal-front retreat, perfectly situated in the tranquil and desirable Eden Pines neighborhood of Big Pine Key. Nestled on a rare corner lot boasting an impressive 185 feet of water frontage, this home is a true boaters dream, offering two boat lifts (15,000 lb and 10,000 lb) and effortless access to open water for fishing, diving, or simply cruising the turquoise waters of the Lower Keys. Step inside and be welcomed by a light-filled, coastal-modern interior that blends relaxed island charm with upscale finishes. The open-concept layout flows seamlessly into a well-appointed kitchen, complete with quartz countertops, stainless steel appliances, and sleek custom cabinetry. The spacious primary suite is your personal sanctuary, featuring a walk-in closet and a spa-like ensuite bathroom with a custom-tiled shower that brings a touch of resort living home. Built with both style and strength in mind, the home includes impact-rated windows and doors, a metal roof, and quality upgrades throughout for peace of mind in any season.Outside, the magic of the Keys comes alive. Turn on the mosquito misting system, fire up the grill in your outdoor kitchen, sip cocktails as you watch the sun dip over the salt ponds, and enjoy unmatched privacy and comfort thanks to the spacious corner lot and end of the street location. Whether youre hosting a waterfront gathering or simply soaking in the serene island ambiance, this property delivers that every day feels like vacation lifestyle. If youre seeking easy, breezy Keys living in a quiet, established neighborhood and quick water access, look no further.

NEW LISTING! Dont miss out on this incredible opportunity to own a historic Eyebrow home in Old Town Key West, available on the market for the first time since 1999! This charming two-story residence has been lovingly occupied by its owners but would also serve as an excellent rental property, second home, or primary residence in the vibrant heart of town. The main level features a spacious living/dining area with built-ins, kitchen with access to the patio and a first-floor bedroom with an en suite bath. The second level includes three bedrooms, two bathrooms. Second story offers a flexible floor plan that could accommodate an in-law suite with a private entrance or renovate and combine two rooms to make a generously sized primary suite. This home showcases the classic architecture of the Florida Keys, complete with Dade County Pine, custom wood shutters, and a beautiful stained glass transom window with property address. Property has a patio adorned with Baltimore bricks and space for a small pool or additional parking. Large front porch thats perfect for savoring your morning coffee on this delightful lane. Desired Off-street parking and a fenced private yard. There is an exterior workshop equipped with electricity & ideal for extra storage. Conveniently located near the Historic Seaport, favorite shops/dining options, and less than a mile from Duval Street. Built in 1920 per the property appraiser records but this home dates to Circa 1899 and recognized on the National Register of Historic Places. Seller financing possible.

This home is located on a beautiful 75 ft wide canal and has approximately 60 ft of seawall. Triton Seas Center is located on the same canal, just putt over and fill the boat up for a day of fishing and diving. Features a newer roof (2021), impact doors and windows, A/C (2022), fenced yard and appliances. This unique home plan and location make this home a must see.

Discover Conch Cottage, a charmingly updated 3-bedroom, 2-bathroom single-family home designed with a thoughtful split floor plan. This inviting retreat showcases bright, spacious rooms adorned with crown molding, recessed lighting, and elegant tile flooring throughout. The kitchen is a chefs delight, featuring granite and quartz countertops, stainless steel appliances, and plenty of cabinet space.Step outside to your private oasis, complete with 60 feet of dockage along a 50-foot-wide canal--perfect for boating enthusiasts with easy access to the ocean and bayside. The fenced backyard is packed with amenities, including a 312-square-foot screened patio, a tiki hut, a permitted detached gear storage/utility room, an outdoor shower, and a convenient fish cleaning station.Blending coastal charm with modern sophistication, Conch Cottage offers the ultimate in luxury and comfort. Fully furnished and turn-key, this home is ready for you to embrace the paradise lifestyle today!

ONE-OF-A-KIND! Custom-built home on a large 31,250 sqft lot. Built in 2010. 4bd/3bth plus office or bonus room for a total 2493 sqft. Perfect for 2 working professionals from home or a big family. Good size bedrooms; 2 are ensuite. Rooms are large. Separate Kitchen Dining & Living Room and an extra room for office or hobbies or guest. etc. Below the house, there is a concrete slab 3015 sq.ft) for covered parking or huge entertaining patio, and a nice large bar that can seat 15 people. 20 KW propane generator. Large kitchen with custom concrete counter tops, custom edges, and inlays. Doorways have nice bamboo trim. Walk in pantry. 2 on-demand water heaters. Jetted tubs in two of the bathrooms. Surround sound system, Impact windows & doors. Back and front patio decks. Metal roof. Paver driveway. Plenty of room for a pool, vehicles, and boat. Three entrances to the five lots for additions or parking. 2 other large concrete slabs on property one has a storage shed on it. County owned property across whole street. Only 3 homes on the street. Beach within 10 mins, public boat ramps, and parks. Shopping center, restaurants, church, gym, bike/walking trails & parks on the island. 30-45 min to Key West. 20 Min. to Marathon. Renter can leave with 30 days notice. currently paying $5000. mo. util. not included. Virtual Tour and Video available.

This home has a lot to offer! Great home, great neighborhood, great lot! This home is situated on a 8,400 SF corner lot, with canal on two sides. Plenty of concrete seawall equipped with both a boat lift, and davits. There are no bridges to worry about getting under, and a short ride to the open water. The home has been recently updated, and there is plenty of room for people and fishing gear/water toys. Renters in the home until March 1, not available to show until then.

Looking for great boating and a pool home thats already updated so you can spend time on the water? Look no further! This 2BD/3BA, CBS home is situated on a 50 ft. wide canal system that offers excellent access to the back country and Atlantic via Bogie Channel and Spanish Harbor. The 1120 sq. ft. living area has been completely renovated including the kitchen, bathrooms, impact-resistant windows, 2 sets of impact-resistant pocket-sliding doors and even insulated interior walls. Porcelain tile wood plank floors extend onto the inviting screened porch that runs the full length of the home overlooking the pool and canal.On the ground level youll appreciate the 1120 ft. garage / storage enclosure with the 3rd convenience bath thats poolside. Well-planned solar lighting enhances the fenced, 10,568 sq. ft. corner property thats bordered by protected state-owned lands to the south and west. Fruit trees include mango, lemon and lime, and youll find multiple colors of hibiscus and fragrant frangipanis. Theres plenty of parking off both Hibiscus Dr. and Ixora Dr.Additional features include a portable generator, metal roof, concrete seawall with step-down dock, davits and fish-cleaning station. The 10 x 20 in-ground, gunite salt system pool is 52 at the deep end with a swim jet.Meticulous attention has been given to a long list of details that the next owner will appreciate. Amenities for all ages can be found nearby at the Big Pine Community Park including tennis, adult bocce league, basketball, picnic pavilions, skate park, a new shaded playground, community building and so much more. Buy this in time to watch the Annual 4th of July Fireworks display at the park from the comfort of your screened porch!

Tucked away in the heart of historic Old Town Key West near Solares Hill, this enchanting property is a rare treasure that perfectly captures the charm and allure of Island Living. The front unit, a delightful two-bedroom, one-bath haven, features an inviting porch that exudes timeless Key West charm and affords the perfect perch to unwind amidst the vibrant tropical surroundings. Beyond, a beautifully updated, sunny studio in the rear offers a private, stylish retreat--ideal for guests or as a flexible space for your needs. Newly installed custom Murphy Bed, Full kitchen, Walk-in shower, Laundry and Built-in Storage. The sun-drenched rear deck is the ultimate spot to savor morning coffee or sunset cocktails, offering a picture-perfect setting for relaxation and entertaining guests.Framed by lush, swaying palms and vibrant foliage, this property is a serene, private oasis with the added convenience of a coveted off-street parking space for a compact car. X Flood Zone.Located in one of Key Wests most desirable neighborhoods, this home is steps away from the lively culture, iconic architecture, and world-renowned Duval Street music, dining and art scene. Stroll, and bike to all of your Key West favorites. With the unique ability to offset expenses by renting part of the property while still enjoying your own piece of paradise, this is an irresistible opportunity to create your dream island escape. Whether its a home away from home or a smart investment, this property is an exceptional find you wont want to let slip away! Location, location, location!

Seller says Bring Offers ! Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor. Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, storm shutters, 2018 A/C, impact front door and metal roof. Storage room below and ample parking too. Quick commute to Key West, shopping, restaurants and all other conveniences. Excellent Oceanside boating access to the best fishing and diving spots in the Lower Keys. Enjoy the outdoors and gorgeous sunset skies on your screened porch facing the canal & Cudjoe Bay.....Great Home and Great Location!

Situated in a private and quiet setting surrounded by the natural beauty of the Florida Keys, this custom-built canal front home offers a rare combination of comfort, functionality, and direct connection to the outdoors. Set on a 7,938 sq ft corner lot with 192 feet of water frontage, the property features a flowthrough canal and borders protected wetlands within the National Key Deer Refuge--home to migratory birds and native wildlife. Paddle through nearby mangrove trails or enjoy direct boating access to both the Atlantic and Gulf, made easy by the 12,000 lb. boatlift. The 1,840 sq ft concrete stilt home is thoughtfully designed with livability in mind. Hardwood and tile flooring bring warmth and character throughout, complemented by generous closet and storage space. A newer dual-zone central air system and metal roof add practical value. The screened porch overlooks the canal, and the in-ground pool and hot tub are well placed for stargazing or unwinding after a day on the water. This is a home that works as well for everyday living as it does for time away. Schedule a private showing today and see how this unique canal front home delivers both freedom and function in one of the Keys most natural settings. Video Tour: https://tinyurl.com/yc4u6stf