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

Located in the sought-after Flamingo Island neighborhood in Marathon, this immaculately maintained home offers everything you need to enjoy the Florida Keys lifestyle. Solid CBS construction means peace of mind, while thoughtful details throughout make this home functional and comfortable. The Showstopper? A stunning oversized pool with a built-in jacuzzi--your private resort, right out your back door. Relax under the spacious covered patio, cool off in the pool and soak in the island lifestyle.For boaters, the property has approximately 64 feet of concrete seawall and excellent access to both the ocean and gulf--a dream setup for anyone who loves life on the water. Theres plenty of space for your boating and fishing gear in the storage area and workshop downstairs. Youll also appreciate the covered parking for 3 cars. Inside, the home offers 3 bedrooms and 2 bathrooms with an open, airy layout. The living and dining area boasts vaulted ceilings, creating an inviting and expansive feel. Just off the living area, a bright sunroom with panoramic pool and water views offers a versatile bonus space--perfect as a home office, den, or extra sleeping area for guests or grandkids.The kitchen is generously sized with granite countertops, an island, pantry and plenty of room for cooking and entertaining. The home also features excellent closet space throughout, giving you the storage you need without sacrificing style or flow.Currently used as a winter residence and an established weekly vacation rental, this home offers the best of both worlds--personal enjoyment and income potential when youre not using it. Whether youre looking for a full-time residence, a vacation getaway, or an investment in one of the Keys best-kept secrets--this Flamingo Island gem delivers. Schedule your private showing today! Homes like this dont come around often.

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.

New Construction - Customize your dream home in the Florida Keys.Be among the first to own this stunning 4 bedroom, 4 bathroom home just one block from Sombrero Beach in Marathon. Currently under construction, this residence includes a private pool and offers the rare opportunity to choose your finishing touches, from floors, paint colors, countertops to appliances, making it truly your own. Thoughtfully designed and built to the highest standards, this home features the same floor plan as the model shown in the photos. Whether youre looking for a vacation retreat, full time residence, or investment property, this location offers it all - tropical charm, beachside living, and modern comfort. Dont miss your chance to create your ideal coastal home in one of Floridas most sought after destinations.

Check out this successful Vacation Rental Home that is only 10 lots away from Sombrero Beach and some of the best Ocean Boating Access 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.

Coastal Luxury Meets Keys Living - Dock, Pool & Guest Suite!Welcome to your slice of paradise in the Florida Keys! This beautifully appointed 3-bedroom, 3-bath home blends laid-back island vibes with refined comfort. Whether youre looking for a full-time retreat, a vacation haven, or a high-performing rental investment--this one checks all the boxes.Enjoy the privacy of a separate guest suite and relax in the resort-style lagoon pool, perfect for lazy afternoons or starlit evenings. Boaters will love the 75-ft private dock with a 15,000 lb electric lift and quick access to open water--your next adventure is always just minutes away.The home also features two garages (one-car + two-car) with plenty of space for gear, water toys, or even your workshop setup. And when youre ready to hit the sand, Sombrero Beach is just around the corner.With a strong rental history and location that truly captures the Keys lifestyle, this is more than a home--its your launchpad for sun, sea, and serious relaxation.📞 Call today for more info or to schedule your private tour--paradise is calling!

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

First time on the market in 49 years, this exceptional waterfront estate is a rare gem located on the Sombrero Golf Course. Boasting over 110 feet of pristine waterfront, 50-foot wood dock, 12,000 lb boat lift, and 120+ foot wide deep-draft canal, this residence is a true haven for both avid boaters and golf enthusiasts. Designed with timeless vision and concrete construction, the home spans over 3,000 interior square feet with four bedrooms and two bathrooms, nestled on a beautifully landscaped 11,950 square foot lot. From the moment you arrive, the lush tropical grounds, elegant landscape lighting, and brick-paved circular driveway set the tone. The detached 30 x 30 foot double car garage offers immense storage, a workshop, and even a full second level for additional space. Inside, a gracious foyer and wood staircase lead you to the expansive open living space, where walls of glass invite sweeping water views and golden sunsets. The full-width screened porch is perfect for indoor-outdoor living. The gourmet kitchen is a chefs dream, featuring a Wolf six-burner gas cooktop, oven, Subzero refrigerator and freezer, generous prep space, built-in cabinetry, and charming retro tile backsplash illuminated by a skylight. The primary suite offers a tranquil retreat with a walk-in closet, updated ensuite bath, and nearby private office. Downstairs, discover three more bedrooms, full bathroom, laundry area, and versatile bonus space--ideal for an art studio or second living area. Outdoors, host unforgettable gatherings beneath two tiki huts on the expansive waterfront deck with room for a future pool. With an assumable flood policy at just $773 per year (and no history of flooding, ever), recent updates including concrete restoration, mangrove trimming, and a 24kW whole-house generator with 500-gallon propane tank--this legacy property is ready to elevate your waterfront lifestyle.

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.

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!

Experience tranquility at its finest with this exquisite property by DAsign Source, ideally situated in the Heart of the Florida Keys and just a short stroll away from the renowned Sombrero Beach Park. Located in an area that allows for seven-day vacation rentals A brief boat jaunt to the ocean, this property boasts a heated concrete pool surrounded by tastefully landscaped grounds for ultimate privacy. The brick paver driveway, adorned with low-maintenance pea rock, leads to a home that is immaculately designer furnished, encompassing everything from wall art to lines. Constructed with superior quality materials, including hurricane impact windows and doors, a durable metal roof, and a sturdy concrete block with stucco structure, this residence ensures longevity and safety. Nestled in a tranquil neighborhood complete with a bike path and an array of native and tropical foliage, this idyllic setting is conveniently close to amenities such as a shopping center, restaurants, a hospital, and school. Additionally, the Marathon International Airport is a mere 10-minute drive away for added convenience. A 37-foot dock is in place, enhancing the appeal of this exceptional property. For those seeking even more space, the adjacent twin home is also available for purchase.

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.

Brand New Coming in 2025: A Luxurious Waterfront Haven with Unparalleled Water Vistas, and Deep-Water Dockage! Experience the pinnacle of Florida Keys living in this 3,200 Sq Ft waterfront masterpiece, offering 5 Bedrooms 5 Bathrooms, and a seamless blend of elegance and comfort. Designed for the discerning buyer, this home features a private pool, an elevator, and a stunning rooftop deck, your front row seat to breathtaking sunsets over Boot Key Harbor. Work with Keys Dream Properties to personalize every detail, from interior and exterior colors to high-end tile, quartz countertops, lighting, and fixtures. Create a dream home that reflects your vision. Nestled in the heart of Marathon, this premier location offers easy access to world-class dining, boutique shopping, and the vibrant boating lifestyle. Your protected 50 foot Deep-Water dock places you just minutes from the Atlantic and Gulf, making fishing, snorkeling, and open-water adventures effortlessly accessible. On windy days when the open water of the Atlantic Ocean is not pleasant, Boot Key Harbor provides calm waters for social boating, on the water dining, and cocktails. Best of all, this exclusive property comes with no HOA fees, and allows 7-day rentals, offering both lifestyle flexibility and a lucrative investment opportunity in Marathons thriving vacation rental market. With permits secured and construction set to begin, now is your chance to claim this rare opportunity. Contact us today to start designing your custom Florida Keys retreat!

Pre Construction | Open Water Views & Protected Dockage | Vacation Rental Opportunity. Welcome to 4800 Overseas Hwy #14, an exceptional brand-new 4-bedroom, 4.5-bathroom home currently under construction in the heart of Marathon. With approximately 2,665 sq ft of thoughtfully designed living space, this coastal retreat offers the rare combination of open water views and protected dockage, creating a true boaters paradise.Located along a 40-foot-wide canal, the property allows for safe dockage and easy access to both the ocean and the backcountry. Whether youre headed out for offshore fishing or a sunset cruise through the mangroves, this home puts you in the perfect position to enjoy it all.Inside, the home will feature modern coastal finishes, spacious en-suite bedrooms, and an open-concept main living area ideal for entertaining and relaxing. A private pool is included in the plans, perfect for unwinding after a day on the water.As new construction, this home comes with significant benefits: easier maintenance, no costly fix-ups, full customization potential, and stronger hurricane tolerance. It also means easier insurance, no illegal enclosures or non-conforming spaces to worry about, no shutters to put up, and greater long-term resale value.Weekly vacation rentals are allowed, making this an outstanding investment opportunity with high income potential. House plans are available upon request, and buyers who act quickly may still have time to personalize certain finishes.Dont miss your chance to own brand-new construction in Marathon with open water views, protected dockage, and everything in place to start renting immediately. Your slice of paradise awaits. Estimated Completion: February 2026!

Emerald Flats, a DAsign Source development, situated in the heart of the Florida Keys within walking distance to restaurants, Marathon Community Park, and various water activities, while a short drive to Sombrero Beach, Bahia Honda State Park, Islamorada or Key West. Brand new CBS construction home in new gated development, with open concept kitchen, dining and living room including Quartz Countertops and KitchenAid appliances including a bar with beverage/wine refrigerator. Master bedroom with en suite bath and balcony with water views, as well as Junior Master with en suite and gorgeous marina views. Concrete in ground pool and site/ landscaping are included. Furniture and AV package are included. Boat slip available for additional $45K upgrade, slip size is 46.5 in length and 13 wide in the marina basin area.

Tropical Oasis with Spectacular Open Water Views!!!! World Famous Sombrero Beach- This Newly remodeled 2/2 up & 2/2 down. Completely New Beautifully Landscaped Tropical Yard with Artificial grass - Custom Pool covered with 2 inviting Tiki Huts, and Dual Boat Lifts -10,000 & New 24,000. This oversized Lot provides ample space for all your toys, and the in-law suite adds flexibility for guests or extended family. Impact windows and doors, a metal roof, and an elevated position above flood level. This home features abundant storage space with a Carport and pool storage, room to meet all your needs. Close to World Famous Sombrero Beach, this property is the perfect blend of Luxury, Convenience, and Tropical charm. Centrally located near Shopping, School & Restaurants. Quick access to the Ocean and Bay.

A beautifully upgraded waterfront home in Marathons desirable Sombrero Golf Course neighborhood. This rare above-flood, ground-level residence sits on a spacious 15,625 sq ft lot with 125 ft of new concrete seawall, 15,000 LB boat lift, Jets ski ramp, and two 50-amp shore power stations--perfect for boating enthusiasts with quick access to both Ocean and Gulf.Offering nearly 2,600 sq ft of living space, the home features three large bedrooms with en-suite baths, plus a half bath. Recent upgrades include impact windows/doors, metal roof, whole house generator, and elevated construction for peace of mind. The Chefs kitchen is a showstopper with hickory wood cabinets, granite countertops, Wolf appliances, Sub-Zero fridge/freezer, 105-bottle wine cooler, Miele espresso machine, and a large island with seating and storage.An open-concept layout and split-bedroom design make entertaining easy. Additional highlights include a full laundry room with extra fridge, abundant storage, and a garage with workshop. Enjoy true indoor-outdoor living with a screened-in, heated concrete pool surrounded by new porcelain tile, a large lounging area, and full outdoor kitchen with grill, bar seating, and ice machine.Lush tropical landscaping includes seven fruit tree varieties, orchid garden, and walking path. Two water meters serve the home and irrigation system. Gated entry, concrete privacy walls, and a security camera system provide exceptional privacy and peace of mind. This turn-key property is currently a 7-day licensed rental property and is an active, income-producing vacation rental. A standout Keys home thats truly move-in ready!

Welcome to 23 S Kyle Way . This stunning property offers breathtaking, direct ocean views and unparalleled charm. Featuring 4 spacious bedrooms and 3 well-appointed bathrooms, this home is perfect for both relaxation and entertaining. The expansive kitchen is ideal for hosting gatherings, while the generous storage space ensures everything has its place. With easy access to both the Ocean and the Gulf--just minutes from your dock--you can enjoy the best of both worlds. Revel in spectacular sunset views. Additionally, this property presents an excellent investment opportunity, as 7-day rentals are permitted. This is coastal living at its finest, with potential for both personal enjoyment and a lucrative vacation rental.

Coastal Luxury Living on the edge of the Atlantic Ocean. A short stroll to famous Sombrero Beach, this fully furnished turn-key home is a modern masterpiece located on a quaint dead-end street including a protected 37.5 ft. concrete dock with instant access to the ocean. The pristine low-maintenance private fenced yard boasts a heated/chilled pool, outdoor shower and a poolside half bath. With numerous options to enter the home, the popular elevator connects the garage to all 3 levels of flawless living space. You are immediately greeted on the main level by the huge great room and its expansive 21-foot wide glass opening which flows seamlessly onto the veranda with stunning open water views. The high ceilings and stylish shiplap in the Great Room showcase an open-concept chefs kitchen, large quartzite island, dining and lounge area, wet bar and beverage cooler perfectly integrated into the homes design. The top floor flaunts 2 primary en-suites, both having panoramic balcony views. Rounding out this floor is a guest bath and bedroom along with a laundry room with dual washer/dryer units-making laundry day effortless. These features create a harmonious connection between the indoor and outdoor spaces allowing you to fully immerse yourself in the tranquility of the Florida Keys. It is the perfect second home or vacation rental with exceptional income potential. This 4 bedroom home is set up for immediate income opportunity, as 7 day rentals are permitted and has NO HOA! Built with 8 interior doors, solid concrete block construction, hurricane-impact windows and doors and low maintenance tile floors throughout, this home offers peace of mind and exceptional luxury.

YOUR ULTIMATE ESCAPE to paradise awaits...This EXPANSIVE 5 bed / 3 bath waterfront CBS home boasts a fantastic location, LARGE lot size, A metal roof, pavered driveway, 98 of CONCRETE dockage, a new 20K lbs BOAT LIFT, 3 New ACs w/ UV system/air scrubber making the air smell fresh, a spacious heated POOL, NEW exterior paint (Sherwin Williams Loxon XP) & plenty of room to RELAX! Situated close to the end of street in renowned Sombrero Beach neighborhood, this 3,628 Sqft home, is being sold TURN-KEY and fully furnished! Currently a weekly vacation rental, live here part-time, full time or rent weekly ~ all year long w/ the potential to house up to 12 guests/ week. There is TONS of room & privacy situated on three levels. This home is perfect for a large family or extended family & is all accessible under one roof! The main entry way is on the ground level, offering; 2 bedrooms & 1 bath & its own guest living area that opens up to a spacious screened-in porch/Lanai, just steps from the pool / dock area. The 2nd floor offers; 2 bedrooms & 1 bath, along w/ the main living areas, an expansive & modern kitchen, w/ new stainless steel appliances and GRANITE counter tops, a large dining area with HIGH ceilings & another screened-in porch area overlooking the water. The top floor is a primary suite that includes a 3rd living area/den. The primary suite also has its own private screened-in porch with peek-a-boo OCEAN views! Outside youll find a refreshing & large pool area w/ plenty of room to sun bathe and additional space to store your fishing gear/scuba gear etc. This desirable Sombrero location, large lot, turn-key condition & easy boating access, make this the perfect property for a large / expanding family who love enjoying ISLAND life! Only a mile to the beach but still close to all the BEST shopping & restaurants in Marathon. With so much to offer, this home will not last! Call today to schedule a showing and make this home your ultimate Keys DR