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

EXCEPTIONAL CUSTOM-BUILT HOME designed by Glenn Gray, the renowned Keys architect, is offered on the market for the first time. Enjoy the best of Keys living in this Jolly Roger Estates residence thats unlike others, where inside living transitions onto multiple porches that invite the outdoors in. A full-length screened porch overlooks the oceanside canal that provides excellent boat access to your favorite fishing and dive sites. An oak staircase in the ground-level foyer leads to the main living level and continues to the upper-level primary bedroom with ensuite bath, his and hers closets, and third porch with open water and neighborhood views. Enter the privacy gate underneath the home to discover your piece of paradise with sitting areas, an impressive outdoor shower, garage, fenced back yard and tropical landscaping. The 6,000 sq. ft. property has 60 ft. of water frontage; the dock was recently redone with new composite decking. Abundant kitchen cabinets are topped with gorgeous quartzite counters. With a total 1820 sq. ft. of air-conditioned living space on two levels, the main level has two bedrooms (one of which has its own porch), one bath, washer and dryer; the upper level has one bedroom with one ensuite bath. This could be the Keys home youve been waiting for!

Experience the ultimate Florida Keys lifestyle in this beautiful brand new waterfront home in Big Pine Key! With 45 feet of canalfront concrete seawall, a fish cleaning station, and only four lots in from Florida Bay, this property offers stunning bay and sunset views and easy access to the Atlantic Ocean, perfect for offshore fishing or Florida Bay adventures. Located in a prime area, this home is just minutes away from popular spots like Looe Key Coral Reef, Picnic Island, and Content Keys - offering some of the best boating experiences in the Keys. You can also enjoy often sights of manatees in the canal and catch tarpon right out your back door!The spacious interior features an open-concept layout to treasure the stunning views of the Atlantic Ocean through the oversized windows in the living room/kitchen and dining area with 3 bedrooms and 3 bathrooms. Impact windows and doors throughout provide both security and natural light, creating a bright and airy atmosphere. The kitchen features custom rift-sawn white oak cabinetry, Ocean Blue quartzite island countertop and quartz perimeter countertops, including all bathrooms featuring custom cabinetry and quartz tops, as well as all bedrooms have custom California-style closets.Step outside to the brand new swim spa for relaxation or exercise, and enjoy the added convenience of an outdoor shower. The rooftop deck is the perfect spot to take in even more breathtaking water views and great for entertaining. In addition there is a large storage area downstairs, perfect for all the toys!This home is ideally situated close to local restaurants, parks, and the natural beauty of Big Pine Key, making it a true gem for those seeking the ultimate Florida Keys experience. Dont miss out on this incredible opportunity!

Step into the laid-back charm of the Florida Keys with this spacious 1,500 sqft home, perfectly situated along a peaceful deep boating canal in the Lower Keys. Located in a tranquil, low-traffic neighborhood, this property offers a serene escape with plenty of room to enjoy life at your own pace.Inside the home: - An open, airy floor plan that allows you to spread out and personalize your living space. - A seamless connection between indoor and outdoor living, making the most of the Florida sunshine. - A private pool right outside the door--ideal for relaxing after a day on the water or enjoying the warm weather with family and friends.For those who love life on the water: - Direct access to deep-water canals, making it easy to get out on the water whenever you like. - A 10,000-pound boat lift to keep your boat safely stored and easily accessible. - Spend your days fishing, cruising, or exploring, and then come home to dock your vessel with ease while soaking in the breathtaking waterfront views.Additional highlights: - A lower enclosure with plenty of storage space for all your outdoor gear, tools, and pool toys, helping keep your home organized and clutter-free. - A newly built home that meets the latest construction standards, offering the added benefit of lower insurance costs and enhanced protection against tropical weather.This home perfectly blends comfort and convenience with the quintessential Florida Keys lifestyle. Whether youre lounging by the pool, boating on the canal, or enjoying the peace and quiet of your surroundings, its the ideal place to call home.Coming Summer 2025 - Please note that the current photos are for reference only, as construction is still in progress. Some design selections may be available for customization. Photos are of model home built by builder and do not fully represent this listing. The seller is a licensed Florida real estate agent.

Welcome to Your Dream Waterfront Escape! This stunning property offers exceptional boating accessibility, just a minutes ride from the Atlantic and Gulf. Featuring three spacious bedrooms, a bonus room and beautifully updated bathrooms, this home is designed for comfort and style. At the heart of the home lies an incredible chefs kitchen, perfect for culinary enthusiasts! It boasts high-end finishes, including a Subzero refrigerator, elegant granite countertops, and a Wolf range, all complemented by ample storage space for all your kitchen needs. Originally built in 1993, this home was thoughtfully expanded in 2009, creating 1819 sq of living space. Step outside to your expansive 61-foot-long screened-in porch, where you can enjoy peekaboo ocean views and the gentle sea breeze. For boating enthusiasts, this property includes a 12,000-pound boat lift and a durable composite dock, making it easy to launch your aquatic adventures. Situated on a generous double lot, this property provides plenty of room for parking an RV or any water toys you may have. Additionally, the downstairs area offers extra storage and a convenient outdoor shower for rinsing off after a day on the water and a 12-person hot tub. This exceptional home combines the best of waterfront living with modern amenities -- dont miss out on this incredible opportunity!

A luxurious turn key, waterfront estate that is situated on an expansive double lot in Cudjoe Key, boasting over 260 feet of pristine shoreline. The property features a newly installed 14,000 pound boat lift, and 60 concrete dock. Majestic Royal palm trees, and an elegant double staircase enhance the propertys sophisticated facade. This flood-elevated, 3BR/2BA residence showcases an open-concept living space that separates the primary bedroom from the other bedrooms and bathroom. The primary suite features a renovated private bath and French doors that capture refreshing ocean breezes. This home has contemporary finishes, premium granite countertops, high-end stainless steel appliances, a newly added designer quartz island, fresh paint, hurricane-rated impact windows & doors, metal roofing, a wraparound veranda, and meticulously planned low-maintenance grounds. The generous lot size allows for numerous luxury additions including a pool, tiki huts, RV accommodation, and beyond. This home encompasses the Florida Keys lifestyle inside and out.

Indulge in island living at The Rose Resort at 1501 Rose Street! Located on an expansive corner lot in the Midtown West neighborhood of Key West, this two bedroom and two bathroom home with a stunning pool, is now available to you!A pergola-inspired entryway welcomes you to the neighborhood landmark home, and upon stepping inside youre greeted by a bright and airy foyer with vaulted ceilings and tons of natural light. The spacious and inviting living room runs nearly the full length of the home and offers new tiled floors. A designated formal dining area is adjacent to the recently updated kitchen, which also has a window-side bistro table, perfect for breakfast or lunch. The vaulted-ceiling kitchen is filled with natural light thanks in part to two large stained-glass windows etched with colorful tropical flowers. It also has solid wood cabinets, pristine white quartz countertops with geode-inspired tile backsplash, in addition to high end stainless steel appliances. We only cook with gas at this stove, gas range is rare in Key West, but not in this kitchen. French doors give access directly from here to the backyard. The oversized primary bedroom with ensuite bath comes complete with a built-in office nook, and French doors that lead directly to the private backyard. Perfect guest bedroom with a guest bathroom across the hall from the guest bedroom, makes this home just perfect. This home comes with two driveways (one on Rose St. and another on Leon St.) with a service entrance giving access directly to the backyard lanai. The private backyard offers a heated pool, covered lanai, and additional storage. This home has a ton of storage space, again very rare for a Key West home. Completely private backyard, total privacy for you and your friends to feel very comfortable in this resort style backyard. Take a walk to the beach or jump on your bike and explore all that Key West has to offer.Call today for your private showing!

Now priced to sell with this $50,000 price improvement! Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was converted into a legal 2-unit property with separate water & electric accounts, however easily returned to a single family residence. The current configuration is upstairs (large 1 BR & 1 BA with a sleeping loft) and downstairs (2 BR & 1.5 BA) units, with an exterior staircase. Both units have a front & rear porch, balcony, or deck. For your parking convenience, an off-street spot is in front of the property. Lease information available upon request. Competitively priced for just $1,440,000.

Now priced to sell with this $50,000 price improvement! Rare 2 unit property in Old Town! Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was converted into a legal 2-unit property with separate water & electric accounts. The configuration is upstairs (large 1 BR & 1 BA with a sleeping loft) and downstairs (2 BR & 1.5 BA) units, with an exterior staircase. Both units have a front & rear porch, balcony, or deck. For your parking convenience, an off-street spot is in front of the property. Lease information available upon request. Competitively priced for just $1,440,000.

LEGAL DUPLEXImagine living in a house where you can enjoy your privacy in your own home while also having an investment on the side. The second house is tenant-occupied and already producing income, making it a perfect blend of comfort and financial benefit.Located in one of Key Wests most popular family neighborhoods.Discover the epitome of luxury living in this pristine property, featuring a two-bedroom, two-bath main home and a legal one-bedroom, one-bath accessory unit perfect for extra rental income. The main house is separated from the second house by a fence for added privacy. Every corner of this home showcases high-end finishes and meticulous attention to detail. The kitchen contains granite countertops, and top of the line appliances. The master en suite boasts glass doors that open to a stunning yard, complete with an outdoor shower and plenty of space for your dream pool. The beautifully landscaped yard offers a serene setting for both relaxation and entertaining.This home offers off-street parking, a spacious garage, and plenty of storage space, making it perfect for storing all your tools, toys, and more. Each unit enjoys its own electric meter, gas (guest unit), laundry facilities, and privacy. This home is packed with upgrades, including Grohe fixtures, solar panels, an on-demand water heater, a five-zone irrigation system, updated plumbing, and central air conditioning. Its truly move-in ready and located in a great area thats easy to see!

Walking into this stunning three bedroom and two bathroom, completely remodeled home and youll say I am home. An entertainers dream come true. Upgraded kitchen will greet you at your front door where any top chef can work their magic in. The kitchen is connected to a very comfortable living room to watch any game or favorite show in, lock the world away and just enjoy. Two very good sized guest rooms with a remodeled guest bathroom, that any friends or family would love to stay in. The Primary/Master Bedroom is saved for the Kings and Queens of this domain, large room with a total spa atmosphere completely redone primary/master bathroom, wash all your troubles away and forget about the day in this part of the house. Step outside to a brand new pool thats big enough to enjoy but a perfect size for you to just chill. Large backyard with engineered wood decking for all your entertaining needs. A wonderful Key West neighborhood that is still very close to everything, but just an arms reach out of the hustle and bustle of the island to make this home a perfect place to just call it home. Owner is a licensed real estate agent in Florida, and listing agent.

Dream Home Alert in Little Torch Key!365 Pirates Rd, Jolly Rogers Estates.Escape to paradise in this stunning concrete gem nestled in the highly desirable neighborhood of Jolly Rogers Estates on the serene Little Torch Key! This charming house is your canvas--ready for your personal touch and stylish furnishings.Property Highlights include,* Modern Amenities: Enjoy all stainless steel appliances, impact doors and windows, and a durable metal roof that ensures peace of mind.* Breathtaking Views: Overlook the picturesque salt ponds to the west, where you can unwind with breathtaking sunsets that paint the sky.* Relaxing Oasis: Dive into your sparkling custom pool surrounded by lush landscaping and hand-selected palms, all accented by beautiful silver travertine that wraps the pool area.* Boaters Paradise: With solid concrete docking just steps away, your boat is ready for adventure! In just 3 minutes, you can be out in open water, exploring some of the cleanest waters teaming with wildlife in the Lower Keys.*Endless Outdoor Adventures: Fish offshore, explore the tranquil flats of the Gulf chain islands, or venture out to the Gulf wrecks and towers for some great fishing. Prefer a leisurely day? Relax on a sandbar, gaze at the clouds, and let the worries of daily life drift away.After a day on the water, treat yourself to a meal at a local restaurant, showcase your fresh catch, and enjoy live music--perfect for winding down and savoring the island lifestyle.This house is more than just a home; its a lifestyle waiting for you to embrace! Dont miss your chance to own a piece of paradise in Little Torch Key. Schedule your viewing today and start your journey to coastal living!

This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.

At the best location in the heart of old town you will find this great duplex on Julia street in between Duval street and Whitehead street, 86 FOOTSTEPS TO DUVAL STREET. The back is a two bedroom two bathroom with a nice back yard. And in the front is a recently renovated one bedroom with two bathrooms with high ceilings and a great loft. It has an outdoor shower. A new A/C was installed 01/24. When you are sitting on your front porch its hard to believe that you are in between the two busiest streets as Julia street is a really quiet and cute street! Dont miss out on this great opportunity!

KEY WEST DUPLEX! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.

Oceanfront Elegance - Fully Renovated 2 Bed | 2 Bath Condo: Welcome to La Brisa South, where modern luxury meets coastal charm! This direct oceanfront view 3rd-floor condo has been fully renovated, with high-end finishes and premium upgrades, creating the ultimate seaside retreat.From the moment you step inside, breathtaking ocean views greet you, setting the stage for a light-filled open floor plan enhanced by Cypress ceilings, recessed lighting, and elegant Travertine & wood plank tile flooring. Impact doors and windows provide both security and energy efficiency.The Gourmet Kitchen is complete with custom reclaimed solid wood cabinets, KitchenAid stainless steel appliances, brushed marble countertops and copper sink with oiled bronze fixtures.Resort-Style Amenities abound here! Heated & chilled resort-style pool, tennis & pickle ball courts, outdoor grill area for entertaining and, gated community with covered parking & EV charging .Step out onto your private balcony and take in the panoramic views of Smathers Beach, where ocean breezes and stunning sunrises make every day feel like a vacation.Convenience is key, with assigned covered parking directly beneath your building and easy elevator access. Enjoy the added benefit of a private ground-level storage space.This turnkey coastal retreat is perfect for full-time living, a vacation getaway, or a smart investment opportunity.Experience the best of oceanfront living. Schedule your private tour today!

Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality.The interior of the home is adorned with stunning 3/4 inch red oak flooring, providing a durable and elegant finish throughout. One of the standout features is the spacious office, perfect for remote work or study, which can also double as an additional bedroom if needed and a designated laundry room. Every room/bedroom is equipped with individual closet, ensuring ample storage space for all your belongings.Adjacent to the carport, youll find a large pantry/storage area, making it easy to unload groceries and store items conveniently. The yard also includes a separate storage shed, ideal for gardening tools, bicycles, or other outdoor equipment.Located in the heart of Key West, this charming and well-appointed house offers the perfect blend of comfort, convenience, and style. Dont miss the opportunity to make this delightful home your own.For more information or to schedule a viewing, contact us today! Thank you

Welcome to this turn of the century conch house. This home has been in the same family since 1913 and is now available for a new owner who can appreciate its classic architectural style and expansive yard. The wrap around porch provides a wonderful place to relax in the shade and enjoy the Old Town neighborhood. There is a large living room, separate dining room and 3 bedrooms and 2 baths. The home has high ceilings and there is an attached carport for off street parking. This home is a rare find for a buyer looking to preserve the charm of our building heritage with such a sizeable yard.

Completely transformed by its new owner into a one-of-a-kind masterpiece. Every inch of the house has been meticulously renovated, including a breathtaking $50,000 custom mermaid bath with a mermaid mural crafted entirely from exquisite tile. The home now features impeccable Dade County pine details throughout, while preserving the original Spanish cedar kitchen cabinets that add a touch of historic charm. The outdoor space has a full restaurant style bar, an outdoor kitchen and, offering an outdoor shower and a soaking pool. The outdoor living area is nothing short of extraordinary, perfect for relaxing or entertaining.This corner property is located just five houses from Duval Street, this home is a once in a lifetime opportunity. Use while youre in town and rent seasonally or monthly if you like. So many wonderful options. Call now for your private in person or video showing. Proof of funds required. The seller has renovated an approximately 500-square-foot patio deck, transforming it into an exceptional outdoor living area. This space includes a fully equipped outdoor kitchen, a cocktail soaking pool, an outdoor shower, and a restaurant-style sports bar, creating a unique and expansive space for relaxation and entertainment. These features significantly enhance the functionality and livability of the home, making it feel and function like a much larger property. The house itself offers (((3))) bedrooms, including the spacious Master Bedroom with private lockout entrance and a beautifully renovated full en suite bath, for a total of ((2)) two large full bathrooms, providing comfort and convenience for guests.

This light-filled and airy home is priced at appraisal price, and is being offered furnished, excluding some artwork and personal items. With 2 bedrooms and 2 baths, 1,242 sq ft of indoor living space (per appraisal), it boasts a vaulted ceiling in the living and kitchen area, the kitchen as the heart of the home. With a view of the pool from the kitchen, entertain your family and friends in a wide open space. The master bedroom, en suite, has a view of the rear garden with French doors opening onto the cozy and covered back porch sitting area. Situated on a corner lot of 4,842 sq ft, theres bricked off-street parking leading into a garage with electrical and plumbing. Appraisal and Floor Plan are found in the Documents.

Second Floor Harbour Place Condo located in the historic Navy Administrative Building. Features high ceilings and tile floors throughout. One level living with 2 bedrooms and 2.5 Baths. Large primary bedroom ensuite with walk-in closet. The guest bedroom has French doors that open to the balcony with guest bathroom in the hall. Includes the special Truman Annex transient rental license.