Mile Marker 40 - 50 homes for Sale in the Florida Keys Real Estate

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!

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.

Welcome to your personal paradise at this exquisite half duplex on Boot Key Harbor, offering mesmerizing waterfront harbor views from the living room, kitchen and master bedroom. Perfectly situated for boating and fishing enthusiasts, this concrete stilted structure features a metal roof (2018) and impact windows (2021), ensuring durability and peace of mind. With over 3,000 square feet of living space, this roomy home easily accommodates large families or groups and all their watercraft. The residence has 4 spacious bedrooms and 4 1/2 bathrooms, including 2 ensuite bedrooms to host your special guests. The lower level features a versatile full apartment with potential for separate long term rental, providing great investment potential. Employ just the ground floor apartment or the entire property for 7-day vacation rental income. With approximately 60 feet of prime deep water waterfront, the property includes 3 separate boat slips, a 10k boat lift, and docks equipped with power, water, and a swim ladder, making it ideal for all your boating and water activities. A fish cleaning station on the sturdy seawall adds to convenience, while cool trees provide shade for relaxing. 3 levels of porches give you comfortable access to amazing sunsets and harbor views. Watch the boats motor by all day long and catch the Holiday Lighted Parade from your front row seat. Or enjoy cool breezes and a peaceful golf course view from your cozy front porch. Comfort is paramount with an elevator for easy access, 3 air conditioning units (2 replaced recently), roomy laundry room, an air-conditioned garage and multiple storage spaces. Ride your golf cart to the beach and nearby shopping and restaurants. Just minutes from a full-service Marina, Sisters Creek and Gulf-side boating, this stunning home is a must-see. Whether youre seeking a full-time residence, a vacation retreat, or an income-generating investment, embrace the coastal life on Boot Key Harbor in Marathon today!

Waterfront Retreat with Expansive Garage & Breathtaking ViewsNestled in a private, tropical setting, this stilted concrete home offers breathtaking open-water views, stunning sunsets, and complete seclusion. Originally built as a two-bedroom, one-bathroom home, it has been converted into an oversized one-bedroom, one-bathroom retreat, maximizing space and comfort. Surrounded by swaying palm trees and lush natural beauty, this property provides the perfect blend of tranquility and coastal living.A rare find in the Florida Keys, the property includes a newly built three-bay garage with two hydraulic car lifts, a 42-foot-long by approximately 12-foot-wide bay, and a 1,211 sq. ft. concrete bunker constructed in 2015. Designed with functionality in mind, the garage features a loft, workshop, ample storage, spray foam insulation, a double professional stainless steel workshop sink, and an on-demand hot water heater--making it an exceptional space for car enthusiasts, hobbyists, or additional storage.With 27 feet of direct Gulf frontage, the property offers water access and endless potential. A motorized gated entrance ensures privacy, while the serene setting creates an exclusive retreat unlike any other. Whether youre seeking a peaceful getaway, a primary residence, or an investment opportunity, this unique property captures the essence of the Florida Keys lifestyle.

Boot Key Harbor home located in a protected basin hurricane hole. Deep water access to the Atlantic close to all types of amenities spacious four bedroom , three bath home on a extra large lot. Newer roof 2018. Had been a vacation rental for years nicely decorated with several new upgrades throughout. At one time had approved Dive boat business on site. Endless possibilities lots of off street parking last house on the road. Could have a large extra wide power or large sailboat here in deep water with 85 feet of dockage lots potential for more than one boat

REFRESHED PRICE: A boaters dream. An investors win. A motivated seller. Time to act. Tucked away on a quiet canal in the heart of Marathon, this 4-story CBS pool home offers the perfect blend of luxury, comfort, and boating convenience. With immediate Gulf access, a deep-water dock, a 20K lb boat lift, and a 30-ft cut-in boat basin, this property is a boaters dream.Step outside to your private tropical retreat, where a concrete pool with Travertine decking invites you to relax under the palms after a day on the water. Theres ample covered and uncovered parking for vehicles and a boat trailer, making island living effortless.Inside, the home showcases Travertine flooring, an open-concept living space, and a gourmet kitchen with granite countertops. The 3rd floor features three bedrooms, a full bath, and a laundry area, while the 4th floor is dedicated to the primary suite, complete with a spa-like bathroom and a private balcony offering breathtaking Gulf and lagoon views.Currently operating as a successful vacation rental with income history available, this home is a rare find in an unbeatable location. The seller is motivated - Bring you offer.

Welcome to 600 Calle De Luna, Marathon, FL 33050--a stunning 4-bedroom, 2.5-bath waterfront pool home on the ocean side in the desirable Flamingo Isle neighborhood. This beautifully updated property offers a seamless blend of luxury, relaxation, and income potential.The home features a spacious open kitchen with granite countertops, stainless steel appliances, and stylish finishes. Bathrooms have been tastefully updated, and the property is equipped with impact windows and doors, as well as a durable metal roof, ensuring both safety and energy efficiency. A balcony offers a perfect spot to take in the serene water views.Your private backyard oasis includes a heated custom pool and spa, a tiki hut, and tropical landscaping complemented by a mosquito misting system for comfortable outdoor living. Boating enthusiasts will love the dockage with a 17,000 lb. boat lift, davits, a fish cleaning station, and even an ice machine for your fishing adventures.This property is a licensed and established vacation rental with a strong rental history and future bookings already in place, making it an excellent opportunity for immediate income. Whether you choose to continue its success as a vacation rental or make it your permanent home, this turn-key property is ready to deliver the ultimate Keys lifestyle.Situated on peaceful Flamingo Island, this home is just a five-minute drive to the beach and close to Marathons best amenities. With breathtaking water views, luxurious finishes, and an unbeatable location, 600 Calle De Luna is a true Florida Keys gem.

Imagine the potential with this prime opportunity to own a full waterfront duplex located on Sombrero Beach Road in Marathon. Stilted 4 bedroom, 4 bathroom, 2,114 interior square foot duplex with new 110 foot concrete seawall, in-ground pool, decking, and front porch. Large circular, paver driveway with ample parking spaces and trailer storage - room for many toys! Each side offers 2 bedroom, 2 bathrooms and 1,057 square feet. Find open concept living areas, kitchens, dining, washer/dryer on both sides plus enjoy the water views from the enclosed sun porches. Excellent choice for a weekly vacation rental or family home in the Florida Keys. Or live in one side, and rent the other. Lower level offers two garages and enormous storage space perfect for an anglers room and cabana. Walk, bike, or golf cart down to Marathons Sombrero Beach, just 1 mile away! Immense 110 feet of dockage with deep water access allows for multiple vessel parking of all sizes. Low maintenance graveled yard and landscape. Opportunities abound with this property: live in one side and rent the other, or rent both sides and use as a second home away from home. If youve been searching for a prime investment opportunity with excellent location, this waterfront duplex in Marathon is waiting for you.

Situated in the heart of Marathon just minutes from Sombrero Beach, this custom-designed modern home offers a perfect mix of luxury, functionality, and sustainability on a sprawling half-acre lot. A heated and chilled saltwater lap pool, with a tranquil waterfall takes center stage in the backyard, surrounded by a stunning coral stone patio. The beautifully landscaped grounds feature over 40 species of palms, tropical fruit trees, and raised garden beds. Sustainability is a highlight of this home, with a rainwater collection system, irrigation, and monarch butterfly sanctuary designation, ensuring that this lush environment thrives year-round. Additionally, a state-of-the-art solar power system makes electricity bills virtually nonexistent, further enhancing the eco-friendly appeal of this remarkable property. Inside, the home boasts an open-concept layout filled with natural light streaming through large impact-resistant windows and impressive 8-foot doors. The chefs kitchen is a showpiece of contemporary design and functionality, featuring custom frameless cabinetry, seamless stainless-steel countertops, high-end Thermador appliances, and a solid mahogany island that doubles as a gathering space for family and friends. The layout includes two luxurious primary suites, each with its own en suite bath and generous closet space. The main suite features his-and-her closets and spa-inspired finishes, while the second primary suite offers equal comfort and privacy. Additionally, visitors will enjoy the ultimate retreat, as the well-appointed guest bedroom is accessed through private entrance and features a private en suite bathroom. This unique space is ideal for hosting extended family, income producing, or serves as a private office or studio. Enjoy the convenient ample open and off-street parking for vehicles and trailer storage. Just minutes from Sombrero Beach, this property offers the perfect balance of tranquil privacy and access to all the best of Marathon.

Discover your dream home in the heart of the Florida Keys! Nestled on a sprawling 14,000 sq. ft. lot, this solid concrete, three-story home boasts 3 bedrooms, a loft with a closet and 4 bathrooms, offering unparalleled comfort and functionality.Situated on a quiet street near Sombrero Beach, this property features two docks with 180 ft. of deep-water canal frontage, perfect for boating enthusiasts. The west-facing design ensures breathtaking sunsets from the 3rd-story balcony, which provides stunning views of the property and waterways.Inside, the home showcases a spacious open floor plan with dual dining areas and a granite kitchen that seamlessly flows onto the large back balcony overlooking the pool. The split-bedroom layout includes a luxurious master suite with a walk-in closet and a spacious en-suite bathroom on one wing, while two additional bedrooms and bathrooms are located on the opposite side for privacy.The ground level is designed for convenience and entertainment, featuring covered parking, shaded lounging areas, a large storage room, a bait freezer, and a makeshift outdoor kitchen. A rip-rap seawall, outdoor shower, and new impact Sparta windows add to the homes practicality and charm.Perfect for those seeking an investment opportunity, this property permits weekly rentals and includes features like deep-water dockage, a concrete subfloor, and ample space for all your paradise essentials.Dont miss this rare gem that blends luxurious living with waterfront serenity. Schedule your private tour today!

Nothing compares to this Sombrero Beach waterfront haven just waiting for you. Situated on an expansive 11,250 sf lot, escape to this superior concrete constructed three bedroom, two bathroom pool home with added bonus room currently used as an office/den, great fourth sleeping area as well. Take advantage of this superior concrete pre-firm construction that has been extensively remodeled with new concrete porches, stairs, railings, roof top deck, dock, boat lift and recently A/Cs. The gorgeous oak stair case leads you to the main level of living accented by the original, vaulted, Miami-Dade pine ceilings, fireplace and full house length air conditioned sun porch. Create culinary masterpieces in the updated kitchen featuring quartz countertops and a convenient eat at island. Open concept living and dining area. Just steps away from the pristine white sands of Sombrero Beach. Marvel at breathtaking sunrises from your own waterfront paradise while enjoying your morning coffee. Lounge on the rooftop deck or relax on the expansive waterside porches, so many options for outdoor enjoyment, the choice is yours. Indulge in the ultimate boating lifestyle with a 12,000 lb boat lift, composite decking on the new dock, and a launch area for hassle-free kayaking and paddleboarding. Not to mention, a Kiteboarders dream with a protected ocean channel just minutes around the corner to enjoy the sport. Benefit from immediate ocean access through the recently dredged channel. Just a short boat ride to Sombrero Lighthouse or the reef to catch yellowtail and grouper. Take a dip in your large concrete pool surrounded by a pavered sundeck. Rinse off under the outdoor shower and store your outdoor essentials in the separate anglers/dive shed. Lines in place in the covered carport to dry your kites after surfing. Enjoy the peace of mind that comes with living in a home protected by the natural barrier island of Sunrise Isle, ensuring your coastal haven remains secure and serene.

This is a Fantastic Property located right next to Sombrero Beach in Marathon. Large Concrete Home with a Privacy Wall and roughly 50 of Concrete Dockage with a Boat Lift. Out back you will be greeted by a large wooden patio perfect for enjoying the Keys Weather, with a raised wooden deck outside with the Hot Tub. Inside you will see no detail has been spared. Beautiful tile floors, Quartz counters, Stainless Steel Appliances, Coffee Bar, Impact Windows and Doors, On Demand Water Heater, High Ceilings and more. House is a successful vacation rental and can be sold completely furnished. Walk to the Beach and less than 2 minutes out to Open Water. This is truly a must see with location and features that are hard to match.

Amazing, well built home, located in Sombrero Isle. Home is a weekly vacation rental with many bookings and repeat guests. All kitchen white cabinets and new granite countertops are being fabricated to complete this coastal inspired renovation. There is an unexpected element of privacay from this oversized corner lot not often found in the Florida Keys. This home is being sold rental ready right down to the silverware and advanced bookings for a true turnkey experience. Please be patient as showings will need to be scheduled around the vacation guests. Cash sales only please

Huge Price Reduction, Seller says get it sold! Located in the sought-after Sombrero Beach community of Marathon, this exceptional property offers 3 bedrooms, 3 baths, and nearly 3,000 square feet of living space. Elevated, concrete construction, impact windows, and doors, and topped with a durable metal roof, this home provides both beauty and peace of mind. The outdoor space is an entertainers paradise, featuring a brand-new saltwater pool with an integrated hot tub. Both the pool and spa include smart technology and LED lighting, and they can be heated or chilled for year-round comfort. The outdoor space has built in seating for large gatherings.Inside, the home offers a bright, open floor plan. Upstairs, youll find two spacious bedrooms, including a luxurious master suite with a newly remodeled ensuite bath. A second remodeled bathroom is conveniently located off the hallway, adjacent to the large guest bedroom. The family and dining areas flow seamlessly into a well-appointed kitchen, which features an adjacent pantry and laundry room. On the lower level, the fully enclosed, above-flood living space includes an additional bedroom, a full bath, and a kitchenette, perfect for hosting guests or extended family. The downstairs has plenty of room to expand and add another bedroom. The property also includes an oversized two-car garage with an attached workshop, providing ample storage and workspace. Set on a wide canal, the home offers 115 feet of water frontage and a 75-foot dock with davits, allowing for large vessel access. Boating enthusiasts will appreciate the direct route to the Atlantic Ocean, reachable in just 8 minutes at idle speed, with no fixed bridges to navigate. Located across the street from a golf course fairway, this home offers a tranquil setting with no front-facing neighbors, while being just minutes from grocery stores, dining, and other conveniences. This property is a rare find, offering luxury, functionality.

Experience the Ultimate in Florida Keys LivingWelcome to your dream coastal retreat! This stunning 3-bedroom, 3-bathroom home offers everything you need for a life of luxury and relaxation. Featuring a private guest suite, this home is thoughtfully designed to provide comfort and style.Situated along a wide canal, the property boasts a 75-ft private dock with an electric boat lift (15,000 lbs capacity), offering quick access to the open water and endless boating adventures. The lagoon-style pool is perfect for soaking up the sun or enjoying tranquil evenings.The home includes two garages--a one-car garage and a two-car garage--providing ample storage space for your boating equipment, water toys, and other essentials.Located just moments from the pristine shores of Sombrero Beach, you can embrace the ultimate Florida Keys lifestyle with ease. Modern amenities, ample storage, and an unbeatable location make this property ideal as a full-time residence, vacation getaway, or investment opportunity.With a strong rental history already in place, this home is not just a dream--its a smart investment.📞 Call us today for more details and to schedule your private tour!

Discover an extraordinary waterfront oasis in the heart of the Florida Keys. Located just moments from the pristine sands of Sombrero Beach, this elegant estate blends modern sophistication with the relaxed charm of coastal living. Designed for the discerning buyer, every detail of this property reflects luxury, comfort, and an unparalleled boating lifestyle. Elevated foundation - permitted for finished interior living space, unlike many other properties in the area.Expansive Two-Story Detached Garage - At 50 feet in length, this impressive structure is ideal for storing all your Florida Keys toys--boats, jet skis, and luxury vehicles or even your class A motorcoach. Composite Dock & Boat Lift with 69 feet of premium dockage, enjoy easy deep-water access to the Atlantic Ocean. The high-capacity boat lift is perfect for safeguarding your vessel while offering effortless on-the-water adventures. Two-Car Garage An additional attached two-car garage provides even more space for vehicles and storage. Whether youre an avid boater, a beach lover, or simply seeking a private retreat, this estate delivers a lifestyle where every day feels like a vacation. Schedule your private tour today and experience the best of Marathons waterfront luxury. Live where others vacation - 415 Sombrero Beach Rd is your gateway to paradise.

Relish in contemporary, coastal luxury and harbor views at this recently upgraded waterfront three bedroom, three bathroom, waterfront pool haven. Located on Logans Island, locally known as the old Millionaires Row, enjoy stunning sunsets, 50 feet of deep-water dockage, 20,000 lb boat lift, and 210 feet of shoreline on a 10,633 sf corner lot. You wont have to lift a finger as this residence was completely renovated and professionally decorated in 2020. Licensed weekly vacation rental with over $100,000 in bookings for 2025 and more to come, purchase with rentals in place. Find the open concept great room complete with electric fireplace adorned with custom tile, Miami Dade pine and shiplap accents. Coastal kitchen equipped with sleek Cafe appliances, white shaker cabinets, gold hardware, farmhouse sink, butcher block island, ice maker, dishwasher drawers and mosaic tile backsplash. Breathtaking backyard that features a 13 x 26 in-ground concrete heated pool surrounded by tile decking, AstroTurf, river rock, multiple lounge areas, and all the palm trees your heart desires. After a day on the water, rinse off in the custom-built outdoor shower. something for everyone. This Marathon sanctuary on Millionaires Row isnt just a property, its paradise!

Welcome to your Keys dream home! This beautifully crafted residence, built in 2019, offers 2,464 square feet of luxurious living space, perfectly blending comfort and elegance. With 4 generously sized bedrooms, 3 full bathrooms, open floor plan kitchen and living area, and with deep waterfront balconies on both levels theres ample space for family and guests. Take advantage of outdoor living with expansive covered entertainment area, lounge by the sparkling swimming pool or enjoy direct access to open water from your own 100-foot composite dock. Situated on a serene canal, this home is a haven for water enthusiasts and for those seeking a tranquil retreat. Located just a short walk to beautiful sandy Sombrero Beach, this home offers a unique blend of modern luxury and waterfront living. Whether youre looking for a permanent residence, a vacation getaway, or an investment property, this house is sure to exceed your expectations. This is a currently active vacation rental with excellent income potential. Call today for information and to schedule a private walk-thru of your Keys dream home.

Live the dream in the stunning Florida Keys! Welcome to your ideal coastal retreat at The Reserve at Sombrero Beach, one of the most coveted neighborhoods in the area. This exceptional waterfront residence offers the perfect blend of luxury and comfort, featuring five bedrooms and five and a half bathrooms. Each bedroom is equipped with its own private bathroom, ensuring convenience and privacy for both you and your guests.The spacious owners suite is a true sanctuary, complete with a walk-in closet and a spa-like bathroom with a walk-in shower. Ideal for entertaining, the first-floor living area boasts a large open-concept kitchen with granite countertops, top-of-the-line stainless-steel appliances, and a central island bar. Elegant crown molding and high-end vinyl plank flooring run throughout, enhancing the homes sophisticated atmosphere.Step outside to your private, fenced backyard, where a lushly landscaped paradise awaits. The heated pool and attached Jacuzzi, surrounded by a paved pool deck and lounge chairs, offer the perfect spot to bask in the Florida Keys sunshine. With three balconies to choose from, enjoy panoramic views of the Atlantic Ocean, canals, and waterways as you take in the stunning sunrises and sunsets.For water lovers, the private boat dock is equipped with water, electricity, and a fish cleaning station, making it easy to launch your boat and explore the open waters. Located in a secure, gated community of only eight residences, this home is just a short walk from Sombrero Beach and conveniently close to shopping, dining, and Marathons private airport.Professionally decorated and fully furnished, this home is ready for you to move in and experience unparalleled luxury. Dont miss the opportunity to make this dream home yours and live the Florida Keys lifestyle at its finest!

Breathtaking views of Sombrero Lighthouse, the famed Seven Mile Bridge, and mesmerizing sunsets define this rare oceanfront opportunity. Situated on an oversized lot spanning 13,875 square feet--an extraordinary size by Keys standards, with 80 feet of ocean frontage--this property offers a unique chance to embrace the quintessential Florida Keys lifestyle. The land has been cherished by the same family for over 40 years; in the mid-1990s they thoughtfully built the current home to complement its exceptional setting, creating a legacy of care and appreciation. This two-bedroom, two-bath home features a clean, inviting design. Neat, tidy, and completely move-in ready, the home was sited to maximize the stunning open water views. The living, dining, and kitchen areas--all the way to the kitchen sink--are framed by sweeping vistas, creating an everyday living experience that feels anything but ordinary. A spacious garage and full lower-level footprint add versatility to the homes thoughtful design. With an oceanfront dock, this property offers direct access to open water, ideal for exploring nearby sandbars, world-class fishing, or enjoying a day on the water. Whether youre drawn to the waters edge or life on the water, this home places the best of the Keys lifestyle at your doorstep. This property is an ideal choice for those seeking the simplicity and charm of an oceanfront Keys retreat without the scale of a sprawling mega-mansion. At the same time, the oversized lot offers ample potential for expansion, providing flexibility for buyers with larger visions, all while preserving the tranquility of its stunning location. Dont miss the opportunity to own a home in this iconic location. Schedule your private showing today and experience the beauty and tranquility this exceptional property has to offer.