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

This is an excellent opportunity to acquire TWO SIDE BY SIDE VILLAS at The Village at Hawks Cay. These attractive canal front properties are available for purchase either individually or together, offering the potential to double rental income or to vacation in one while renting out the other. Each villa features its own distinctive and exquisite decoration, private patio, and dipping pool. SearchMLS#611341 and #611342 for individual listing details.

No expense has been spared on the renovation of this single family Mid-Century modern home creating a picturesque and private tropical oasis. Located at the end of a canal with direct access to the ocean, this resort style expansive patio boasts of Travertine tile, heated pool with sun shelf, and custom landscape lighting setting the scene for your evening entertaining or a romantic night swim. The original craftsmanship of the home has been preserved with the tongue and groove Florida Pine ceilings, magnificent archways and expansive wooden beams. The open-concept living area flows seamlessly into the updated kitchen with stainless steel appliances and granite counter tops and breakfast bar. The Master suite has been custom designed with an accent wall of hand-scraped Acacia Hardwood with matching barn-doors for the closet, an over-sized Travertine shower, and floating sink. The additional 2 bedrooms are located in a separate wing allowing privacy for your guests with a shared bathroom. The floor to ceiling windows and doors provide for incredible natural light flowing into the home from sunrise until sunset. Whether youre boating from your private dock or lounging poolside, this home is perfect for that Caribbean outdoor lifestyle you are craving in the Florida Keys. Move in yourself or take advantage of the established rental income as investment property, offered turnkey! Dont miss this opportunity to make this stunning coastal waterfront home yours.

*INCLUDES A RARE 45 BOAT SLIP RIGHT OUT BACK* Escape to paradise with this rare, one-of-a-kind, three-bedroom, three-bathroom townhome at the world-famous Hawks Cay Resort! This stunning villa boasts a newer roof (2018), screened-in porch, extra exterior storage, impact-resistant windows and sliders, plus roll-down shutters for enhanced storm protection. Coastal-inspired decor creates a perfect tropical oasis for your island getaway. Boating enthusiasts will love the 45-foot deeded boat slip located behind the property, offering the ultimate convenience for easy access to the open water. With nightly rentals available, this property offers unparalleled flexibility, one of the few in the Keys that can be rented daily. Enjoy rental income through the resorts program or savor your slice of paradise as a second home, the choice is yours! Just steps from the main resort and all its amenities, this villa immerses you in the heart of the Florida Keys experience. Rental income details are available upon request. Dont miss the chance to live like a local and own your own piece of paradise!

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.

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!

OH THOSE BREATHTAKING WATER VIEWS FROM EVERYWHERE! LUXURY LIVING OR VACATION RENTAL BUSINESS OPPORTUNITY NOW AVAILABLE! THIS GORGEOUS FULLY FURNISHED 3 BEDROOM 3 BATH WATERFRONT HOME IS TURN KEY AND READY TO HOST EITHER A NEW OWNER OR AS A SUCCESSFUL, LICENSED, VACATION RENTAL BUSINESS! IMPACT WINDOWS/DOORS, METAL ROOF,WATERFRONT VIEWS WELCOME YOU FROM ALMOST EVERY ROOM OF THIS PARADISE BY THE SEA! NOTHING AVAILABLE LIKE THIS BEAUTY WHICH SITS ON A DEEP AND WIDE CANAL. SPRAWLING 174 FT DOCK OFFERS DIRECT OCEAN AND BAY ACCESS. DOCK ALSO OFFERS ELECTRIC AND WATER AND CAN EASILY HOST SEVERAL BOATS ALL AT ONCE OR LARGE YACHT! SEMI PRIVATE BOAT RAMP OWNED BY ONLY YOU AND ONE NEIGHBOR. INSIDE YOU ARE GREETED BY A GRAND OPEN CONCEPT LIVING SPACE. FEATURING CONTINUOUS FLOORING, A WELL APPOINTED GREAT ROOM WITH FIRE PLACE, FLAT SCREEN TV AND PLENTY OF COMFORTABLE SEATING. CHEFS KITCHEN OFFERS STAINLESS APPLIANCES, WINE COOLER, AND SEATING FOR 12.. EACH BEDROOM HAS ITS OWN EN SUITE (PRIVATE FULL BATHROOM) AND PLENTY OF STORAGE. THE 2 MAIN BEDROOMS OFFER KING SIZE BEDS AND 3RD BEDROOM OFFERS QUEEN OVER QUEEN BUNK BED WITH ONE FULL TRUNDLE. THIS IMPRESSIVE PROPERTY HAS ROOM FOR A POOL, AND HAS PARKING FOR BOATS, RVS, AND NO HOA! DOWNSTAIRS OFFERS A 1 CAR GARAGE. STORAGE ROOM ON FIRST FLOOR IS ALMOST AS LARGE AS THE UPSTAIRS LIVING SPACE. WHETHER ITS ENJOYING A SUNSET CRUISE, KAYAKING, EXPLORING SOMBRERO BEACH, FLYING LESSONS AT MARATHON AIRPORT, SWIMMING WITH THE DOLPHINS, SCUBA DIVING, WORLD CLASS DEEP SEA FISHING, OR COUNTLESS OTHER AVAILABLE ACTIVITIES,THIS PROPERTY AND MARATHON HAS IT ALL! DONT MISS THIS OPPORTUNITY TO LIVE AND INVEST WHERE OTHERS VACATION!

Discover an exclusive opportunity on Flamingo Island with this impeccably maintained, concrete-constructed waterfront home offering direct deep-water access to the Atlantic via Sisters Creek--an ideal haven for boaters and water lovers alike. Owner-occupied for the past 18 years, the residence features a spacious open-concept layout with soaring ceilings and a screened-in waterside porch that runs the full length of the home, perfect for enjoying afternoon breezes. A welcoming front entrance sets the tone, leading into a thoughtfully designed interior that includes a chefs kitchen with stainless steel appliances, ample cabinetry, an eat-at bar, and generous buffet storage. The primary suite includes an en-suite bath, while the guest bedroom and a versatile third room--ideal as an office or additional sleeping space--ensure flexible living. Both bathrooms feature relaxing jetted tubs. The lower level is designed for functionality with a drive-through garage, a dedicated workshop, an anglers room, and four covered parking spaces--plus additional parking for guests, boat trailers, or island toys. Theres even an RV hookup with 50-amp service and a sewer connection--no HOA restrictions to worry about. The beautifully landscaped backyard includes lush green grass, mature palms, and fruit trees, with plenty of space for a pool. Boaters will appreciate the lighted dock, full water hookup, boat lift, and fish cleaning station. A solar hot water heater adds efficiency, and a sprinkler system with a separate water meter helps you maintain the tropical landscaping without paying sewer charges. Located just a bike ride from Sombrero Beach and walking distance to the Florida Keys Country Club, this rare gem delivers the perfect blend of comfort, convenience, and true island living.

Dive into island living with brand new construction in Duck Key, Florida! This luxurious home, nestled between Marathon and Islamorada, offers pristine waters and a tropical landscape. Shops, restaurants, and a clubhouse are just a golf cart ride away. Built to the highest standards with impact windows and doors, this one-story gem features 10.8 ft ceilings, 8 ft doors, a dream kitchen with marble countertops, and a one-car garage. Enjoy Floridas perks: no state income tax, 230 sunny days yearly, stunning beaches, and excellent schools. Embrace paradise with the virtual tour attached!

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!

Situated on a prime corner lot overlooking the open waters of Boot Key Harbor, this completely renovated concrete home offers the ultimate in waterfront living. With 170 feet of dockage, a 15k-foot boat lift, and twin jet ski docks, theres ample space for large and multiple vessels. The expansive dock, deck, and patio areas provide generous room for entertaining, grilling, or simply enjoying the panoramic water views.An electric awning extends from the family room, creating a shaded retreat over the BBQ area and a large 10-person dining table--perfect for outdoor dining and gatherings. Inside, the home features a bright, modern interior with abundant natural light, highlighted by all-tile flooring, quartz countertops, and stainless steel appliances. The kitchen is perfectly positioned on the corner, offering uninterrupted water views. Additional amenities include an above-ground pool, an detached garage, and extensive parking for all your toys. W/ direct access to both the Atlantic Ocean and the Gulf of Mexico, this home blends comfort, style, and unmatched boating convenience. Great investment with short term Rental history.

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.

Welcome to this stunningly remodeled 3-bedroom, 2.5 bathroom coastal retreat in the heart of Marathon, Florida and just minutes to the Marathon airport. This waterfront gem comes a new concrete dock boasting an 18K boat lift, new lighting plus deep draft boating access. The outdoor space is a true oasis with Silver Travertine pavers, a fully functional irrigation system, and a 2014 metal roof. Inside, the home has undergone a complete transformation. Only the charming coral rock walls remain from the original design. The third bedroom has been enlarged and now includes a full bathroom. With new plumbing, electrical systems, and electric blinds throughout, this home is truly move-in ready. The chefs kitchen is a showstopper, equipped with Thermador stainless steel appliances and ample cabinetry. The HVAC system is only two years old, featuring UV mold air treatment for improved air quality. Additionally an on-demand electric water heater and solar panel connections for a traditional hot water system. This home is outfitted with impact doors and windows, blending safety with a sleek, modern aesthetic. The spacious master suite includes a luxurious en suite bath and ample closet space. The open living and dining areas are bright and inviting, and the home includes new TVs. Practical features like a carport, downstairs storage, a shed, and a full stand-up attic round out this exceptional property. Dont miss the chance to own this boaters 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!

This house is an outdoor lovers dream. It has all the amenities for everyone to enjoy. A beautifully proportioned back yard features a pool with built in hot tub. While some guests are in the pool, the others can play on the boat ramp/kayak launch, watching the abundant wildlife in this clean and deep canal. They can also start to try their snorkeling skills! The fur babies also enjoy this rare feature. The rest of the yard features two large seating area, one under a typical thatch hut with an outdoor TV which can also be turned to watch the big game from the pool. There is a fire pit and outdoor shower with hot and cold water. The inside of the house has updated appliances and furnishings. Lots of natural daylight and impact windows throughout. Upstairs screened porch is ideal for some quiet time with a good book or additional seating when you need it. There is a propane standby-instant on generator as an additional feature to this special property. Invite your friends and family, there is room for everyone, located in the heart of town and close to all the activities.

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.

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. B&BATVAI

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! B&BATVAI

Embrace the Florida Keys lifestyle with this modern half duplex, built in 2023 and featuring 3 bedrooms and 3 baths, all designed with elegance and comfort in mind. Theres nothing better than a new property and this one does not disappoint. Beautiful white kitchen with Quartz countertops, tile flooring throughout and soaring 9 foot ceilings. 2-car garage to store all your boating gear. Picture yourself relaxing by the pool or setting out on your boat from the 49 concrete dock, making every day feel like a vacation. Currently a weekly vacation rental with upcoming bookings in place. Approx. $58K gross income in 2024 (first year renting) and to date approx. $50K on the books for 2025. The adjoining half duplex, 232 Sadowski is also for sale if you want to purchase the full duplex for extended family or additional rental income. Key Colony Beach is a resort community in the middle Florida Keys with several restaurants, a 9-hole golf course, Sunset Park, sports courts and shopping within biking or walking distance.