Divider
Content Divider

Upper Keys Homes for Sale, Single Family Houses, MLS Home Listings

Total Listings 335
Order By:

$1,099,999
Key Largo
Gulfstream Shores   - MM: 108.00
3 Bed, 3 Baths, 2,051 SqFt Days Listed: 29
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

GREAT VALUE in this 4 car garage, screened pool and CBS home in popular Gulfstream Shores. This remarkable ground-level home spans three lots in a coveted area of north Key Largo. The spacious residence features a layout designed for both comfort and entertainment. A split floorplan offers a primary suite on the West wing of the home and secondary bedrooms on the other side with the kitchen in the center as the heart of the home. The home is characterized by its solid concrete construction, offering durability and peace of mind. Conveniently attached is a 2 car garage, with an additional detached 4 car garage providing ample storage space for vehicles or vessels. For relaxation and recreation, a screened-in pool enhances the outdoor living experience with minimal upkeep.Located just a short stroll from the oceanfront homeowners park, residents can enjoy access to a private boat ramp and exceptional boating opportunities. Gulfstream Shores is ideally situated, offering a tranquil lifestyle just a short drive from Miami and the prestigious Ocean Reef Club.Discover the perfect blend of coastal living and modern comfort.

$1,100,000
Key Largo
Calusa Campground   - MM: 101.50
3 Bed, 3 Baths, 1,575 SqFt Days Listed: 131
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Start living the Keys life in this recently built 3 Bedroom, 2 Bathroom custom concrete Unit that is light filled with modern upgraded features & has the most spectacular Sunset Views on the Bay.Set up as a successful Short Term Vacation Rental with 2-3 night minimums & can negotiate furniture.1 hr drive from Miami & close to everything the Keys has to offer.

$1,100,000
Upper Matecumbe Key Islamorada
Hammock   - MM: 83.50
3 Bed, 3 Baths, 1,518 SqFt Days Listed: 253
-15.38% ($200,000) 3 Price Changes : Last Change 72 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This beautiful 4-year-old ground-level home features 3 bedrooms and 2 bathrooms. The kitchen boasts stunning all-wood cabinets, granite countertops, and stainless steel appliances. Marble tile floors extend throughout the house, creating a luxurious and cohesive feel.The home includes a large screened porch off the back two bedrooms, perfect for enjoying the surrounding tropical tree canopy. The house is well-lit with all LED lights and features ceiling fans inside and on the porches, providing comfort and energy efficiency.The bathrooms have been thoughtfully designed with backing that will allow for the installation of handicap bars, ensuring accessibility for all. The two-car garage with doors at the front and back provides easy access to the backyard. The low-maintenance landscaping is complemented by a sprinkler system, making upkeep a breeze.For those with a penchant for boating, the home is conveniently close to marinas. Additionally, it is near shopping facilities and some of the best restaurants in the Florida Keys, offering a blend of convenience and leisure.

$1,100,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 254
-15.38% ($200,000) 2 Price Changes : Last Change 64 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip3

NOTICE TO CHC BUYERS: Coral Harbour reserves are funded to the amount required by law and passed 10 year Milestone inspection with the highest rating available. Step into luxury with this unique top-floor condo at Coral Harbour Club. The kitchen stands out with its custom design, offering modern appliances and plenty of space for culinary adventures. The master bedroom features a bespoke layout with high-end finishes, providing a serene retreat with stunning ocean views.Enjoy the convenience of partial furnishings, allowing you to easily add your personal touch to this beautiful home. The spacious living area is perfect for entertaining guests or relaxing after a day on the water. Speaking of water, the included deeded 35 slip is a rare find and a boaters dream, making this condo an ideal choice for those who love the ocean.Coral Harbour Club offers a range of amenities for residents, including a sparkling pool, a welcoming clubhouse, and private beach access. Located in a prime area, youll enjoy easy access to local shops, dining, and recreational activities, all while being steps away from the beautiful coastline.

$1,125,000
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
3 Bed, 3 Baths, 1,568 SqFt Days Listed: 46
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to the best property on the market within the exclusive Key Largo Ocean Resort community. This home offers easy functionality throughout, while maintaining a stylish contemporary design around every corner. As you enter you are welcomed by a spacious open concept layout that offers seamless contact with your family & guests. Each generous sized bedroom provides ample closet space & furnishings. Additionally, this home provides a large ground floor storage area, along with a fully constructed elevator shaft, making it Elevator ready. Located only steps away from the ocean offering you saltwater breezes & immediate access to all your watersport activities, this home offers all the amenities one would need from a Key Largo address. Community: Boat ramp, security, pool, marina ++.

$1,149,000
Plantation Key
Bay Ridge   - MM: 87.50
3 Bed, 3 Baths, 1,682 SqFt Days Listed: 137
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Othe

Welcome to your charming ground-level concrete home nestled in the highly sought-after Bay Ridge subdivision in Islamorada! This property, situated on a corner lot, boasts a prime location within the coveted X flood zone. Step into this spacious abode offering 3 bedrooms, 2 bathrooms, and bonus room with a built-in bar, ideal for accommodating family gatherings and entertaining guests. The layout provides ample flexibility to tailor the space to your unique lifestyle preferences. Outside, you will enjoy the spacious corner lot offering mature landscaping and lush green lawn along with a brick-paved circular driveway. Immerse yourself in the incredible community amenities, including a beautiful marina, inviting pool, and convenient boat ramp, perfect for enjoying the lifestyle at your leisure. For outdoor enthusiasts, nearby Founders Park offers a sandy beach, olympic-size pool, boat ramp, ball fields, tennis/pickleball courts, and a dedicated dog park. Whether you choose to enjoy the property in its current state or embark on a journey of customization to fulfill your vision, the options are boundless.

$1,150,000
Key Largo
Ocean Isle Estates   - MM: 106.00
5 Bed, 5 Baths, 2,400 SqFt Days Listed: 13
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

$1,150,000
Key Largo
Harborage   - MM: 97.50
3 Bed, 3 Baths, 1,704 SqFt Days Listed: 187
-8.00% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Welcome to your dream home in the highly desirable Harborage subdivision in Key Largo! This brand new, tri-level waterfront home offers the perfect blend of luxury and functionality with an open floor plan designed for modern living and perfect for entertaining. Features 3 Bedrooms, 2.5 bathrooms. The Harborage subdivision is known for its exclusive amenities, including direct ocean access, a boat ramp, a sparkling pool, and a welcoming clubhouse. This is waterfront living at its finest! Dont miss your chance to own this incredible waterfront property in one of Key Largos most sought-after neighborhoods.

$1,150,000
Key Largo
Bermuda Shores   - MM: 103.00
2 Bed, 2 Baths, 800 SqFt Days Listed: 72
-8.00% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift45ft

This is a turnkey traditional Keys house perfect for the outdoor/boating enthusiast or those simply seeking a cozy, peaceful retreat. Nestled on a small footprint with huge amenities, you can have it all, just an hour from the hustle and bustle of Miami. The home is available fully furnished with tasteful, whimsical decor. Featuring two bedrooms and one bath upstairs, you can enjoy the views from the wrap-around second story balcony or enjoy coffee and sunsets on the screened-in porch. Downstairs is a 506 sq ft enclosed bonus area/guest quarters. Enjoy the various covered sitting areas or play pool and table tennis, go for a swim in the fitness/swim spa or sit under the chickee hut and enjoy the breeze. For the Sportsman, the dock is set for all your needs. Keep the boat high and dry on the 10,000lb boat lift with boarding step and upgraded high-speed motor. There is also one davit, perfect for jetskis. Clean and prep your catch at the covered, powered and plumbed fish station. A SWAT Mosquito misting system is installed throughout the property to control mosquitos and no-seeums. Zero maintenance landscaping. Direct bay access plus quick ocean access via Adams Cut. Roll in, fill the pantry and coolers and enjoy your time!

$1,190,000
Key Largo
Twin Lakes   - MM: 103.00
3 Bed, 3 Baths, 2,576 SqFt Days Listed: 124
-4.72% ($59,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Other Dock

Coastal living at its finest can be yours in this elegant modern masterpiece residence in Key Largo. This 3 bedroom 2 and 1/2 bath home boasts over 2,500 square feet of air conditioned living space, providing the ideal canvas in which to live your dream life in the Keys. This home is an entertainers delight with high ceilings punctuated by elegant recessed lighting, and a spacious open floor plan drenched with ambient lighting, a 1/2 bath on the main living level, an extensive use of all impact glass windows and doors, and porcelain wood plank style tiled floors. The white modern kitchen offers oversized cabinets, stainless steel appliances including a 4 door Stainless fridge. The kitchen is completed with custom granite counter tops, full back-splashes and a large sit- up bar. The newer concrete construction is coupled with a cubism architectural design, which includes all impact glass, and is crowned by a 50 year metal roof, offering the unyielding strength and security you seek in a tropical home. The paver clad downstairs understory area is the perfect venue for an outdoor entertainment area, and additional covered parking. There is a generous enclosed storage area which makes a perfect workshop and secure storage area for all of your tools and toys. This popular mid Key Largo neighborhood offers a boat ramp for your convenience, just around the corner with loading docks and instant bay access as well as fast ocean access via the nearby Adams Cut Waterway. One hour to Miami and yet a tropical world away.

$1,190,000
Plantation Key
Key Heights   - MM: 88.50
4 Bed, 4 Baths, 1,767 SqFt Days Listed: 183
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Exceptional 2-story home in Plantation Key, Islamorada. This property features a 1767 sq ft primary living area on the 2nd floor and a spacious secondary storage space. Just 120 yards from the waterfront Homeowners park, offering easy access for boating, paddleboarding, swimming and sunset. This versatile property is ideal for families or as a rental investment. Currently leased to wonderful tenants.

$1,194,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
3 Bed, 3 Baths, 2,396 SqFt Days Listed: 17
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

Welcome to Mariners Club, where resort-style living meets an exceptional investment opportunity. Nestled in the heart of Key Largo, this exquisite oceanfront property offers the perfect blend of luxury and profitability, with an impressive average gross income of almost $200k a year.This gated community is one of the rare gems in the Upper Keys that allows nightly rentals. Indulge in the incredible amenities, including an oceanfront marina, sparkling pools, sandy beach, tennis and pickleball(indoor&outdoor),clubhouse, and fully-equipped gym. This turn-key, remodeled townhome features high end furnishings & finishings. Boasting Italian porcelain tile throughout, chefs kitchen, leather furniture and more upgrades it is unlike any other in the complex. The flexible layout with a large guest suite on the lowest level, seamlessly connects by an interior staircase to the rest of the home. With a total of 3 bedrooms and 3.5 baths, everyone will enjoy the space and privacy they deserve. The Rooftop Patio provides a relaxing vibe while the downstairs patio provides a perfect place for outdoor cooking and dining.Mariners Club has an excellent rental history, with dockage available. Plus, its pet-friendly for owners, so Fido can join in on the fun. There are no restrictions on the length of rentals, allowing owners to manage their property as they see fit. The current owner has worked to make this a high end, high dollar rental with 5 star reviews on AirBNB/VRBO- the LLC that lists it will convey with purchase- you are getting the BUSINESS AND THE PROPERTY, with future rentals already on the books and repeat customers waiting to come back! Ready to rent to your most discriminating customers or enjoy for yourself. All furnishings included. Experience the epitome of Florida Keys living at Mariners Club - a true paradise for your soul and your wallet.

$1,195,000
Plantation Key
Plantation Ridge   - MM: 87.00
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 87
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp

Discover your dream getaway in this charming island retreat, perfectly situated on one of Islamoradas most coveted streets. Surrounded by tropical lush vegetation, this all-concrete property offers the ideal blend of privacy and access to paradise, just steps away from Founders Park, featuring a beach, tennis and pickleball courts, and an Olympic-sized pool.This two-bedroom, one-bathroom home boasts multiple outdoor decks, including a spacious rooftop deck with breathtaking ocean views and refreshing breezes. Relax in the gorgeous pool or enjoy the abundant shaded yard space, perfect for family gatherings or tranquil afternoons among the vibrant flora.For added convenience, a separate one-bedroom, one-bathroom bonus studio downstairs provides extra space for guests, along with a garage for your vehicles and storage needs. Launch your boat from the ramp just 200 feet from your doorstep, making it easy to explore the beautiful waters of the Florida Keys.

$1,199,999
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,376 SqFt Days Listed: 3
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

Anglers Reef, Islamoradas Upscale Oceanfront Gated Community, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking, metal roof & impact doors & windows. The community features 2 sandy beaches, a pool & marina on the Atlantic Ocean. Home has been in rental program for many years with a good following. Own your vacation home for free & more. Great investment. Call today for a showing!

$1,200,000
Key Largo
Buttonwood Bay   - MM: 96.00
2 Bed, 2 Baths, 1,147 SqFt Days Listed: 100
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Basin,

Discover the perfect bayfront retreat in Buttonwood Bay! This beautifully remodeled 2-bedroom, 2.5-bathroom turnkey unit comes fully furnished and offers stunning sunset views from nearly every room. A secluded bayfront cove just steps from your backyard adds to the charm, truly setting this home apart from the rest. The unit includes an assigned 36-foot boat slip, conveniently located near the boat ramp, marina, and fuel dock. This 42-acre resort-style community also includes a private beach, pool, tennis and pickleball courts, and trailer storage. This is a must-see property and wont last long!

$1,200,000
Upper Matecumbe Key Islamorada
Bay Hammock   - MM: 83.20
3 Bed, 3 Baths, 1,844 SqFt Days Listed: 4
PreConstructi - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Basin,

Rare opportunity to build on this permitted lot in the highly desirable Bay Hammock community. ***ASSIGNED BOAT SLIP INCLUDED WITH LOT.*** This exclusive gated neighborhood is located on Upper Matecumbe Key conveniently located close to everything downtown Islamorada has to offer. Totaling just over 12,000 sq ft this lot has ample space for a home of your dreams.Protected Bayfront marina with boat ramp, observation pier and fillet table. This is very rare opportunity to own a property in a gated community in Downtown Islamorada that also comes with a assigned boat slip. Dont wait make this property yours today.

$1,200,000
Key Largo
Blue Wtr Trailer Vill   - MM: 92.50
2 Bed, 2 Baths, 864 SqFt Days Listed: 71
-7.69% ($100,000) 1 Price Change : Last Change 17 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 40ft.

A genuine boaters paradise, this property is perfectly situated with eastern exposure on the last canal from the open water with convenient access to Tavernier Creek to access the Bay and the very best diving, fishing, and snorkeling opportunities around. Enjoy peek-a-boo ocean views from the wide sun deck that is perfect for entertaining, cooking out, or for dining al fresco. Master your inner captain, with a 40 concrete dock and a 10k lift. Plus, the association maintains the channel and pilings for guiding lights back home. Take advantage of the shady deck in the afternoons, daily views of the glorious sunrise, and tranquil surroundings at this quiet cul-de-sac location. A newer metal roof, accordion shutters, and an abundance of enclosed storage for all your water toys, gear, and essentials compliment this freshly painted and charming home. Positioned just around the corner from Harry Harris Park that offers an easy to launch boat ramp, beach and ball fields, this location provides easy living with quick access to shopping, dining, and local activities. Dont miss this chance to embrace the Keys lifestyle and make this unique property yours!

$1,200,100
Windley Key
Pelican Cove Resort   - MM: 85.50
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 118
-14.28% ($199,900) 2 Price Changes : Last Change 27 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms is a newly-constructed coastal development and spruced weekly vacation rental located in the gated community of Islamorada, Florida. This high-end property includes 15 townhomes, all positioned to offer oceanfront locations and views. Residents can enjoy stunning sights of the Sandbar and Alligator Reef Lighthouse, along with beautiful sunrises. For those interested in boating, there are oceanfront docking facilities available. The development also features an oceanfront pool, making it an ideal spot for a Florida Keys vacation or investment. Each townhome includes three bedrooms, three bathrooms, a spacious garage, and balconies on the second and third floors with oceanfront views. The property is pet-friendly and located near excellent fishing and diving spots. With the possibility of new building permits being limited in the Florida Keys, investing in Peaceful Palms could be a timely opportunity. Currently, the townhomes are available at pre-construction prices.

$1,225,000
Key Largo
Sexton Cove   - MM: 106.00
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 21
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 45ft.

WATERFRONT CBS, Elevated home, Metal Roof, Impact Windows, tile floor, TURN KEY! Sold as shown 3/2. 45 Composite Dock super Clean and Cute. Covered parking, downstairs storage workshop area, Upstairs large balcony, The Canal opens on to Blackwater Sound, with a quick ride thru Adams Cut & Largo Sound youre on the Ocean. Blackwater Sound has the annual Christmas Boat Parade and fireworks. Gilberts, Carribean Club and more.. A great Body of water to play on.45 minutes South friom Miami and you are in paradise.

$1,250,000
Key Largo
Largo Sound Park   - MM: 103.50
3 Bed, 3 Baths, 2,496 SqFt Days Listed: 140
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Spacious floorplan home with lovely natural light. Split bedrooms. Solid concrete built. The pool will need to be resurfaced. Nice location on the upper deck patio. Property is in an X flood zone. This is a home for a large family to enjoy and is located in one of the premier sought after neighborhoods. The Great waterfront park with beach and boat ramp. Located near the school and also to shopping. Easy commute to Miami. The extra lot offers plenty of parking for all your vehicles and other toys, as well as a nice privacy

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 01-23-2025.
Back To TopMore Info
Terms / Privacy / Accessibility ADA