Sombrero Properties (49.5) Homes for Sale

Sombrero Properties (49.5) Homes for Sale

Welcome to Sombrero Properties, a hidden gem nestled in the heart of Marathon, Florida. This charming subdivision, known for its stunning waterfront views and vibrant community, offers a unique blend of relaxation and adventure. With its prime location in Monroe County, residents enjoy the best of both worlds—tranquil living and easy access to the bustling Florida Keys.

Sombrero Properties boasts an array of beautifully designed homes for sale, each reflecting the coastal charm and laid-back lifestyle that Marathon is famous for. Whether you’re searching for a cozy retreat or a spacious family home, you’ll find a variety of options that cater to all tastes and budgets. Many properties feature modern amenities, expansive outdoor spaces, and breathtaking views of the turquoise waters, making it the perfect spot for those who appreciate the beauty of nature.

Beyond the homes, the community is rich with recreational opportunities. Residents can indulge in water sports, fishing, and boating, all just steps from their front doors. Nearby, you'll find beautiful beaches, parks, and local dining options that highlight the freshest seafood the Keys have to offer.

Living in Sombrero Properties means embracing a lifestyle filled with sunshine, adventure, and a strong sense of community. If you’re ready to find your piece of paradise in Marathon, explore the homes for sale in Sombrero Properties and discover the magic of Florida Keys living today!

Newest Sombrero Properties (49.5) Homes for Sale

$1,249,000
3 Beds ⋅ 2 Baths ⋅ 620667 MLS
Enjoy the best of Sombrero Beach living from this beautifully appointed 3-bedroom, 2-bath canal-front home, ideally located within walking distance of one of Marathon's most loved beaches. With a private 50-foot dock, generous parking, and weekly rentals permitted, the property offers an exceptional combination of boating access, beachside convenience, and investment flexibility. Inside, the bright open-concept floor plan is designed for relaxed Keys living and effortless entertaining. A wall of impact-resistant windows fills the main living areas with natural light, while coastal colors, crown molding, plantation shutters, and thoughtfully selected furnishings create a polished yet comfortable atmosphere. The spacious living and dining areas flow seamlessly into the kitchen, making it easy to gather with family and friends. The well-equipped kitchen features white cabinetry, stainless steel appliances, abundant counter space, a large island with bar seating, and stylish pendant lighting. Multiple dining and seating areas provide plenty of room for hosting, while the home's numerous windows bring in tropical views from nearly every direction. Outside, lush landscaping creates a private island setting leading to the canal and dock. There is ample room to store a boat trailer and keep fishing, diving, kayaking, and beach gear close at hand. The enclosed garage provides additional secure storage, while the metal roof and impact-resistant windows offer valuable peace of mind. Offered fully furnished and ready to enjoy, this home works beautifully as a full-time residence, weekend retreat, or income-producing vacation rental. Its central Marathon location places shopping, dining, marinas, boating, and everyday conveniences nearby, with world-famous Sombrero Beach just a short walk away. Private dockage, weekly rental flexibility, generous storage, and a premier Sombrero Beach location make this canal-front home an exceptional opportunity!

319 Sombrero Beach Road Unit 2, Marathon
$2,250,000
3 Beds ⋅ 2 Baths ⋅ 620513 MLS
Welcome to Your Slice of Paradise in the Florida Keys Discover the perfect blend of island charm, waterfront living, and investment potential in this fully furnished, turnkey home in the heart of Marathon. Whether you're searching for a vacation getaway, a full-time residence, or a proven income-producing property, this exceptional home offers it all. Property Highlights 3 Bedrooms | 2 Bathrooms Bonus room/flex space perfect for guests, a home office, or additional living space Fully furnished and move-in ready Excellent vacation rental history 17,000 lb boat lift 150 feet of seawall Private tiki hut for relaxing and entertaining Short walk to Sombrero Beach Just a 3-minute idle boat ride to the open Atlantic Ocean Minutes from the iconic Sombrero Key Lighthouse Exceptional boating access with quick ocean access Beautiful outdoor living spaces designed to embrace the Florida Keys lifestyle Wake up to gentle ocean breezes, spend your days boating or relaxing on the beach, and unwind beneath the tiki hut as the sun sets. With outstanding boating access, a sought-after location, and a successful vacation rental history, this waterfront retreat is the perfect opportunity to experience the very best of island living. Live like you're on vacation every day in the beautiful Florida Keys.

64 Tingler Ln, Marathon
$2,749,000
3 Beds ⋅ 4 Baths ⋅ 620237 MLS
A waterfront home that is truly the kind of place that makes people stop scrolling, not because it is flashy or overdone, but because it feels rare and real. Set in the highly desired Sombrero Golf Course neighborhood, this property offers a combination that is hard to find in the Florida Keys, a beautiful home, a prime waterfront setting, strong elevation, and a layout that makes everyday life easy while still feeling special. Inside, you will find three bedrooms, each with a private en suite bathroom, plus an additional half bath off the living room for guest convenience. The spacious open floor plan is built for easy living and entertaining, with the kitchen as the true centerpiece. Custom designed with hickory cabinetry, granite countertops, Wolf cooking appliances, a full size Sub Zero fridge and freezer, a 105 bottle wine cooler, and a Miele espresso machine, it is both beautiful and functional. The oversized island seats four and includes smart built in storage to keep everything organized and clutter free. Outside, enjoy a fully screened in pool deck with a built in outdoor kitchen, plus 125 feet of recently repoured dockage with a 15,000 pound boat lift, davits, and two 50 amp shore power stations, along with immediate Ocean and Gulf access for the ultimate Florida Keys boating lifestyle. One of the biggest advantages of this home is its rare ground level, above flood construction. That alone makes it stand out, but the high and dry elevation makes it even more desirable. With new impact windows and doors, a metal roof, and a whole house generator, the major upgrades are already done, offering comfort, confidence, and true peace of mind for Keys living.

2919 Sombrero Blvd, Marathon
$1,999,999
3 Beds ⋅ 2 Baths ⋅ 614056 MLS
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 18,000 lb. 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. There is a new condenser coil in the AC unit, a new tankless hot water heater and a new whirlpool washer and dryer. Whether you're 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 Marathon's waterfront luxury. Live where others vacation - 415 Sombrero Beach Rd is your gateway to paradise.

415 Sombrero Beach Rd, Marathon
$1,650,000
2 Beds ⋅ 2 Baths ⋅ 616402 MLS
IMPROVED: PRICE! SELLERS WILL CONSIDER REASONABLE OFFERS!! DO YOU NEED A THIRD BEDROOM? CONVERTS EASILY TO A 3/2 HOME! Architectural drawings available from the owners for the additional bedroom! Do you like the beach...do you like boating? This is it!!! This home is cozy and spacious, and stunning Waterfront Retreat in Sombrero Beach! This extraordinary Florida Keys stilted pool home is perfectly positioned on a prime corner lot minutes from the world-renowned Sombrero Beach. A boater's paradise featuring a 60 ft. dock, 30,000 lb. boat lift, fish cleaning table and a dock tower with 50-amp and 30-amp outlets including a 110-volt outlet. Quick access to open water to world class fishing/boating. Designed with an impeccable open floor plan and modern amenities. As you step inside you are greeted by an open, sunny layout with soaring ceilings, coastal ambiance of island living. The bright, modern kitchen features sleek quartz countertops, stainless steel appliances and custom cabinetry perfect for entertaining. A dedicated laundry room, spacious downstairs storage and electric car charger for modern functionality. Enjoy expansive outdoor Florida Keys living surrounded by lush lighted landscaping, stone pavers, tiled carport, lighted and heated inground pool creating a relaxing, elegant atmosphere. The large corner lot affords plenty of parking for cars and ''toys''! This immaculate home comes with many topnotch features. This Turnkey home ''has it all''! YES, THIS HOME HAS IT ALL ...INCLUDING A HIGH PERFORMING VACATION RENTAL HISTORY!!!

341 Sombrero Beach Rd, Marathon
Start Your Search