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

This 4-bedroom, 4-bathroom concrete home w/ impact windows & doors offers the perfect blend of comfort and coastal living. Featuring a spacious living room, formal dining area, large bedrooms, walk-in pantry, separate vanity area in Primary bath, cedar-lined closets throughout and a massive game room for endless entertainment. Relax in the hot tub in the large, screened room overlooking the canal, watching tarpon roll and manatees visit. Pre-firm downstairs living space is perfect for live-in caretaker or supplemental income. 60 feet of concrete dockage, is a boaters dream offering easy access to the Ocean. The quaint neighborhood of Layton is nestled between Islamorada and Marathon and has much to offer! Post Office, fire department, restaurant & bar, community pickleball court, Long Key State Park with wonderful nature trails, all within walking & biking distance. Whether youre looking for a private retreat, a versatile compound for work or play with potential income, this property is ready for your vision to make your dream of paradise a reality.

Combine these two and create a HUGE Full Duplex, Single Family Home or two NEW half duplexes. Seller has complete plans for not only a Full Duplex, but already has approval for the replacement of the seawall and new 75 foot dock. Just imagine creating your own single family home, full duplex or two half duplexes..... The options and possibilities are endless here, in the Heart of The Florida Keys, Key Colony Beach! Walk or bike the entire city to: pickle ball, tennis, golf, basketball, bocce ball, 3 playgrounds, 3 restaurants, shops, post office, City Hall, Sunset Park and marina. Welcome Home

Own a peace of paradise in the middle of the Florida Keys close to Sombrero Beach area. Home is right on a walking and lit bike path that leads right to Sombrero Beach. Enjoy lazy days in the hot tub and hammock while watching the sunset or jump into your boat right out of the dock just steps away from the home.This home has all impact windows and doors, jacuzzi, gazebo, bbq area, as well as a hammock. Fully renovated kitchens, bathrooms, fully furnished, as well as fully equipped kitchens. 50ft concrete dock with a deep water canal that takes approximately 15-20 minutes to reach open water.Great investment opportunity, both units are currently vacation licensed and ready to enjoy as well as rent out to vacationers looking to get away. This property has everything you need and more. This is a unique investment opportunity that rarely go up for sale, not many of them around.

Welcome to 171 3rd St Key Colony Beach where every day you will feel like you are in Paradise! This isnt your average half-duplex--and thats exactly the point. Elegant, Sophisticated, and Spacious with Soaring double-height windows flooding the space with natural light, beautifully highlighting the homes thoughtful updates and rare architectural features. From the protected staircase and grand double-door entry to the electric shutters and transom windows throughout, every detail reflects quality and intention. With over 1,400 square feet, up to 12 foot ceilings, and an open, well-proportioned layout, this two-bedroom, two-bath home offers both volume and everyday livability. A true standout, the kitchen offers generous proportions, custom design, and finishes that balance style with function. Both bathrooms are finished in marble and were updated in 2023 with new vanities and mirrors. Additional upgrades in 2023 include electronic blinds in the family room and all-new landscaping in both the front and backyards. Wide plank flooring flows throughout, and the home is equipped with impact-rated windows and doors. Enjoy multiple outdoor living areas including a screened balcony off the main living level, a private balcony off the primary suite with a peek-a-boo ocean view, and a backyard patio framed by brand-new pavers that extend from front to back. The oversized guest bedroom currently features a king-size bed with room to spare. A dedicated laundry room and small office nook add everyday convenience. Two lower-level spaces--one finished and air-conditioned at 422sf, the other 171sf--offer versatile bonus areas well-suited for storage, gear, or overflow space when needed. This home features 30 feet of dockage with step-down composite decking, offering quick, easy access to open water five minutes away at idle speed. Short walk to white sand beach. One of the most distinctive half-duplexes on the island--worth seeing in person to appreciate just how stunning it is!

LOCATION! LOCATION! LOCATION! Imagine youre within walking distance to famous Sombrero Beach! Theres shopping & dining close by! With this tastefully furnished 4/3 private villa youll have that, and also an oversized swimming pool, oversized dock and quick 15 minute boat ride to the Atlantic Ocean! This tropical paradise could serve as a long term rental, vacation rental or your very own island retreat! Spacious bedrooms assure all your guests will be comfortable. Expansive kitchen gives you plenty of room to prepare your fresh catch after a day of fishing!

This charming, stilted canal front home with 3Bed/2 Bath, plus downstairs 1/1 New Pool (Heated & Chilled) & Hot Tub, Screened in patio. 60Ft. of concrete dockage & 7000 LB Boat lift. Completely Remolded Inside & Out. Beautiful Kitchen w/ Granite Countertop & New Appliances. Spectacular Location nestled between Islamorada and Marathon, the quaint neighborhood of Layton continues to maintain the charm and tranquility of true Island life. Offering some of the best features the Keys has to offer - Exceptional boating access to both offshore fishing in the Atlantic Ocean and backcountry fishing in the Florida Bay, amazing kayaking or paddle boarding around Long Key Lake, easy boat rides to local sandbars, as well as the famous Alligator Lighthouse. The island also features 3 restaurants/Bars and a Local Fishing Marina. Enjoy the Beautiful remote sandy beaches and clear blue waters Located at Long Key State Park. This House is move in ready so you can enjoy the true island life.

Waterfront Duplex in Marathon - A Boaters Paradise!Discover the perfect blend of coastal living and investment potential with this waterfront duplex located on a serene canal in Marathon. Each side of this spacious property offers 2 bedrooms, 2 bathrooms, and an open living floor plan, providing comfortable living spaces with endless possibilities. Recently tented for termites with a warranty and NEW METAL ROOF COMING SOON!Live in one side and rent out the other--an ideal opportunity for generating income while enjoying the Florida Keys lifestyle.Boating enthusiasts will love the 100 feet of concrete dockage along a deep-water canal, offering direct access to the Atlantic Ocean and a nearby route to Florida Bay. Whether youre into offshore fishing, backcountry adventures, or cruising to waterfront dining, this location delivers it all.Located just a short walk to Sombrero Beach, one of the most beautiful sandy beaches in the Keys, this property offers the ultimate retreat for those seeking tranquility and adventure.Dont miss this rare opportunity to own a piece of paradise.

This fully furnished, rental-ready Sombrero Beach home is a dream for beach lovers and boaters alike, just 0.2 miles from the sandy shore plus instant ocean access from its 50 ft. concrete dock. This highly sought-after location makes it a standout vacation rental delivering impressive rental income and an excellent investment opportunity. Outdoor living is a breeze with a screened-in pool, shaded lounging areas, an outdoor bar, and two storage structures. Double slider doors create a seamless flow to updated, open living spaces offering 2 bedrooms and 2 baths, with potential to create a 3rd bedroom & bath. Impact windows and doors secure this concrete oasis, complete with a 1-car garage and plenty of parking for an RV and boat trailer. This home is the perfect blend of beachside relaxation and exceptional boating access--your perfect investment opportunity in paradise!

Located in the heart of the Florida Keys, this 3-Bedroom, 2-Bathroom, 1,652 sq ft Pool home is perfectly located on a wide boating canal with direct gulf access. Enter into the Foyer where a floating staircase leads you to the bright and airy Great Room enhanced with wood floors and glass impact doors looking out to the water. The charming Kitchen features soaring wood ceilings, glass cabinetry, stainless appliances and breakfast bar that opens to the Living and Dining Areas. The main floor also hosts a full Bath and Bedroom boasting wood-beamed ceilings, wood floors and views of the water. Take the short set of stairs to the next level where you will find a 2nd Bedroom with cathedral wood ceilings and ensuite Bath. Another short set of stairs leads you to the 3rd Story which hosts a cozy loft-style Bedroom also with wood floors and soaring wood ceilings. Entertaining is a must on your waterfront lanai boasting a large heated and chilled Pool offering lots of decking and adjacent outdoor shower. The full length 60 concrete dock is enhanced with a 13,000 lb boat lift and easy Gulf Access. Storm ready with brand new impact doors and windows plus a metal roof. New ac, decking and paint. Offered Turnkey and rental ready! Garage plus lots of downstairs storage completes this tropical home.

Panoramic Open Water Views and resort-style amenities at this well-equipped Oceanfront condo in exclusive Key Colony Beach! Inside, a bright and spacious 1,716 Sq. Ft. floor plan caters to entertaining and boats impact sliding glass doors and windows for peace of mind. The generous great room flows seamlessly into a large Chefs Kitchen, boasting stainless steel appliances, and ample storage and prep-space. A wall of sliding glass doors lead out to an expansive open balcony, complete with stunning Ocean Views, ideal for morning coffee or al fresco dining with guests. Retire to a sizable primary suite with en suite bathroom, walk-in closet, and balcony access. Visitors will enjoy comfortable accommodation in either of two additional guest bedrooms. Designed for effortless seaside living, this well-maintained Seapointe community offers every convenience from the comfort of home, including a resort-style pool, oceanside hot tub, and well-equipped gym. Enjoy frequent boating and direct ocean access to world-class fishing and diving from this prime location! Dock your boat in a convenient, private boat slip which conveys with the sale of the home. Nestled within desirable Key Colony Beach, a coastal beach town offering restaurants, shops, a 9-hole golf course, and Beach Club, all within walking distance. Your ideal Florida Keys lifestyle awaits, this spectacular Seapointe slice of paradise wont last long!

Active Vacation Rental! This meticulously updated 3-bedroom, 2-bath retreat in Key Colony Beach embodies the epitome of coastal luxury and functionality, offering an array of features. Contemporary elegance as tile floors guide you through an open-concept living space that effortlessly combines style and comfort. The kitchen, adorned with stainless steel appliances, is a culinary haven, while the adjacent laundry room adds convenience to everyday living. The large primary suite is a sanctuary of tranquility, featuring a spacious layout, a luxurious walk-in shower, and a generously-sized walk-in closet. This private haven ensures the perfect escape. Extend your living space seamlessly as the open concept flows into the backyard oasis. A pristine salt water pool awaits, surrounded by a fenced-in yard that provides both privacy and security. The canal-front location offers a boat lift and the outdoor shower and fish cleaning stations add a touch of convenience to the coastal lifestyle. Boasting very easy ocean access via Vaca Cut. Beyond the propertys boundaries, youll find convenience in every direction. The house is strategically located close to a par 3 golf course, Marathon Airport, Sunset Park, as well as a variety of restaurants and grocery stores. This home offers the perfect base for experiencing the best of the Florida Keys lifestyle. Dont miss the chance to make this waterfront haven your own, call to schedule a showing! Motivated Seller!

LUXURIOUS townhome in desirable INDIGO REEF located in Marathon! One of the most beautiful units in this upper end development with immaculate interior finishes and spectacular OPEN WATER views right out your back door. Take a short walk to your deeded 31 boat slip offering the only BOAT LIFT in the development. Easy bay and Atlantic Ocean access to enjoy amazing fishing, snorkeling and diving or take a boat ride to nearby waterfront restaurants. Fully furnished and spacious 3bd/2.5ba, open living area floor plan. Enjoy breathtaking sunsets from the large patio off of the living room or master bedroom. Indigo Reef offers beautifully manicured grounds with lush tropical landscaping. Assigned covered parking and enclosed a/c spacious storage area. Outstanding amenities include a resort style pool and fitness center. Weekly rentals allowed making this an amazing investment. You will truly love living the FL Keys Lifestyle in Indigo Reef! Following is a list of outstanding features.....12,000 LB custom boat lift with remote and auto stop. PVC dipped piles. 2022 Trane A/C with new composite A/C condenser platform. Foam insulated walk around attic storage, climate controlled with ceiling drop down attic ladder. Second attic storage in carport with ceiling drop down attic ladder. 2022 ADT monitored touch screen alarm system with CCTV camera system and app controlled viewing. App controlled keypad door lock and Wifi hub. App controlled A/C thermostat. Whole home Surge Protector. Sony wall mounted LED smart TVs. Built in Samsung Surround sound System in living room. Sony Surround sound in Master Bedroom. Custom kitchen wall tile, above and below LED cabinet lighting with custom cabinet crown. Matching GE Profile kitchen appliances with glass top oven. Reverse Osmosis drinking water and ice. Ultra high end silver imbedded window treatments. Exotic ceiling fans in all bedrooms and living room. Samsung washer and dryer.

Rare opportunity to own a private peninsula on a spacious double lot. This thoughtfully renovated home offers a well-designed upper level with three comfortable bedrooms and three modern bathrooms. Outside, enjoy a pool with a hot tub, 70 feet of dock space, and two boat lifts, making it an ideal setting for boating enthusiasts. With direct access to the ocean and excellent fishing nearby, this property combines convenience with a unique waterfront lifestyle. Dont miss the chance to make it yours.

Welcome to Key Colony Point. Positioned perfectly to watch sunsets from your waterside balconies, Unit 7 has everything you are looking for. This tri-level townhome with direct ocean views boasts three bedrooms and 3 bathrooms in 1,929sqft. Unmatched amenities, allows 7 day vacation rentals with onsite management. Turn this property into your weekend getaway or your lucrative investment. Property is offered fully furnished, inclusion list available. Currently in the rental program.

Unique 18,000 sq ft ocean front parcel with 5 units. Remember how the Key used to be? Parcel shares a boat ramp with adjacent parcel, owned bay bottom and 5 units recognized by the City of Marathon. The property contains a Triplex consisting of a 2/2 apt and two 1/1 apartments: a small cottage studio with 1 bath and a mobile home with 2 beds/1.5 baths. Triplex building sits directly on the Ocean and is currently undergoing spalling repairs. The property has been a vacation rental, but the vacation rental license is currently stopped while repairs are under way. Potential buyers have several options. The current density on RM zoning allows for two units should a prospective buyer wish to demolish the existing units, rebuild two units, and sell or retain the remaining 3 Transferable Building Rights. Letter of Determination is under the Documents Tab.

Brand new construction beautiful 3 bedroom 2 bath pool home with 50 of dockage and just under 5 minutes to Atlantic Ocean. This newly built home is being sold to the lucky buyer turn key and with a vacation rental license and existing rentals in place. The property was thoughtfully designed with a large covered terrace, concrete pool and fully covered deck with outdoor kitchen and storage unit for all your fishing gear. This street has undergone massive development with multi million dollar homes built in the area and more coming. This is a great home to spend time with your family and friends and have it make money with rentals when you arent using it. Motivated seller! Give us a call today to set up your showing.

Escape to Paradise!!! Are you ready to live your best island life? Your dream coastal retreat awaits at 219-2 Sombrero Beach Road - a gorgeous 4-bedroom, 3-bathroom home complete with dockage, a sparkling pool, and vacation rental income potential! This is not just a house - its a lifestyle. Whether you want to relax by your private pool, hit the beach just steps away, or take your boat out for a day of adventure, this home has it all: Prime Location & Dockage: Bring your boat! With a private dock right on the water, youre minutes from world-class fishing, snorkeling, and exploring the open waters. Spacious and Stunning: A 4-bedroom, 3-bathroom layout that offers plenty of room for family, friends, and guests. Whether youre enjoying the open-concept living area or lounging by the pool, theres space for everyone! Vacation Rental Income: Turn your paradise into a profitable venture with vacation rental potential - its the perfect spot for short-term stays! Private Pool & Beach Access: Swim, sunbathe, and entertain by your private pool or take a stroll to the pristine Sombrero Beach just a short walk away! Island Life at Its Best: Everything you need is right here - restaurants, shops, and the laid-back Florida Keys vibe. Imagine waking up every day to the fresh island breeze, and the endless possibilities of waterfront living. Whether youre relaxing in your pool, fishing from your dock, or renting it out to vacationers, 219-2 Sombrero Beach Road is the dream home youve been waiting for! Ready to make it yours? Schedule a tour today and start living the Florida Keys lifestyle.

This beautiful home on Grassy Key boasts soaring cathedral ceilings and stunning azure water views, complete with a private sandy beach, pool, and jacuzzi. What more could you desire? The interior features tile floors throughout, a kitchen with granite countertops, and a spacious open floor plan. With 4 bedrooms and 2.5 baths, this private oasis is just a short walk from three restaurants, a full-service marina, and the Dolphin Research Center.Its an excellent vacation rental, currently in high demand, so Saturday showings during turnover are the best opportunity to view this incredible home at a great price.Whether youre looking for a lucrative rental investment or a primary residence with ocean views, this property is an outstanding choice!

Welcome to Your Dream Waterfront Retreat!Discover this charming 4-bedroom, 3-bathroom single-family home, perfectly situated on a canal front in one of Marathons most desirable neighborhoods. This spacious 1,744 sq. ft. residence features a thoughtful layout designed for both family living and vacation rental potential. Currently used as an vacation rental. Enjoy the serene canal views from your patio, and take advantage of 60 feet of dockage, making it easy to access the open waters of the Middle Keys. The home boasts all impact-resistant windows, ensuring safety and peace of mind. With a ground-level design, this property is ideal for easy living.Inside, youll find built-in cabinets and ample storage, complemented by a well-equipped kitchen featuring essential appliances like a dishwasher, microwave, range, refrigerator, and washer/dryer. The tile flooring throughout adds a touch of elegance while being easy to maintain.Located just behind the airport, this home offers convenient access to local amenities, a new bike path, and a community boat ramp, enhancing your lifestyle in the Keys. Pets are welcome, making this a perfect family residence or vacation rental opportunity.Schedule your personal/virtual walk-through today to experience the spacious floor plan and updates that make this home a true treasure. Your next adventure in the Middle Keys awaits!

Nestled on tranquil Flamingo Island, this impeccably maintained concrete constructed waterfront home offers direct deep-water access to the Atlantic via Sisters Creek, ideal for boaters and water enthusiasts. Owner occupied for the past 18 years, this home showcases a spacious, open-concept design with high ceilings and a screened waterside porch that spans the length of the house, perfect for enjoying the afternoon breeze. The chefs kitchen is a standout, featuring stainless applicances, generous cabinetry, an eat-at bar, and plenty of buffet storage. The primary bedroom boasts an en-suite bath, while the guest bedroom and a versatile third room, ideal as an office or additional sleeping space, provide flexible living options. Both bathubs are jetted. Downstairs, youll find a convenient drive-through garage, a dedicated workshop, an anglers room, and covered parking for three vehicles beneath the home. Parking area set up for an RV and plenty of room for a boat trailer and toys. Spacious backyard with lush green grass, mature palms, fruit trees and plenty of room for a pool. Biking distance to Sombrero Beach and walking distance to Florida Keys Country Club for a round of golf. This property is a rare gem for those seeking waterfront living with both comfort and functionality in the Florida Keys.