Browse All Sombrero Anglers C N (49.5) Properties for Sale

4 Beds ⋅ 3 Baths ⋅ 620960 MLS

Welcome to 219-2 Sombrero Beach Road, a 4-bedroom, 3-bath waterfront retreat where mornings can begin with a walk to Sombrero Beach, afternoons can be spent on the boat, and evenings end around your private pool beneath the palms. The location is the difference. From here, one of Marathon's most loved beaches is just moments away, while 31 feet of private dockage puts the ocean within easy reach. Whether the day calls for fishing offshore, snorkeling, a sandbar run, or simply staying home by the pool, this property makes it remarkably easy to enjoy the reasons people come to the Florida Keys in the first place. Inside, 1,840 square feet offers four spacious bedrooms, three baths, an open living area, abundant natural light, and a relaxed coastal atmosphere designed for gathering. Outside, tropical landscaping surrounds a private pool and cabana-style entertaining area, creating a secluded space for long afternoons, dinners outside, and time with family and friends. And for buyers looking beyond the lifestyle, the numbers deserve attention. The property generated $115,000 in rental income in 2025, offering an established income history in one of Marathon's most recognizable vacation destinations. Current annual insurance costs are also notably attractive for a waterfront property, with approximately $4,262 for wind and $1,520 for flood insurance. That combination is difficult to replicate: Sombrero Beach within walking distance, your boat at the dock, a private pool in the backyard, four bedrooms for family and guests, and the ability to generate meaningful vacation-rental income when you're away. This isn't simply a place to own in the Florida Keys. It's a property designed to let you actually use them. Beach. Boat. Pool. Income. It's all here.

219 Sombrero Beach Rd Unit # 2, Marathon

$1,325,000

4 Beds ⋅ 3 Baths ⋅ 616586 MLS

Enjoy your own vacation home when in Marathon while producing a great income when you aren't there! This is one of the nicest units in the neighborhood. It is the only unit with a gorgeous large custom concrete pool and a hot tub. It also has lush tropical upgraded landscaping and a tall fence for privacy. In addition it is one of the few villas that has an enclosed storage room downstairs. Beautifully furnished with 2 primary bedrooms with en-suite bathrooms and 2 guest bedrooms. Fully equipped kitchen which even includes a 4 blender margarita machine. Step on to your balcony to look over the pool area and 30' docking for your boat as well. Covered parking for two cars and plenty of room to store your boat trailer and another vehicle or two. Just a short bike ride to the beautiful Sombrero Beach. 60 seconds to the grocery store and pharmacy. Centrally located in Marathon. Sold completely furnished and TURN KEY.

223 Sombrero Beach Road Unit 1, Marathon

$675,000

2 Beds ⋅ 2 Baths ⋅ 615690 MLS

Waterfront Half Duplex in Desirable Sombrero Beach Area ~ Elevated 2BD/2BA half duplex offering 50 ft. of deep water dockage on a wide canal with boating access to open water. Features include high ceilings, eat-in kitchen counter, spacious screened porch overlooking the canal, and a fenced yard out back. Ground-level enclosure provides ample storage and workshop space. Weekly rentals may be permitted with City of Marathon vacation rental license (buyer to verify). Convenient location close to Sombrero Beach, shopping, schools, post office, and more. Ideal for boaters, seasonal use, or as a vacation rental investment. Don't miss this opportunity to own a waterfront property in one of Marathon's most sought-after neighborhoods. **MUST CLOSE WITH A MONROE COUNTY BASED TITLE AGENCY** Seller reports the following: Flood Insurance = $1,758 and Citizens Windstorm = $6,527. Homeowners insurance is escrowed into mortgage payment.

306 N Anglers Dr Unit B, Marathon

$637,500

2 Beds ⋅ 1 Baths ⋅ 613415 MLS

This elevated half duplex sits in one of Marathon's most peaceful neighborhoods, just 1.3 miles from the white sands of Sombrero Beach. With 44 feet of concrete dockage, a 15,000 lb boat lift, and quick ocean and gulf access via Sister's Creek, it's an ideal setup for boating enthusiasts. Upstairs, you'll find a bright and functional 2 bedroom, 1 bath layout that opens onto a spacious balcony, perfect for enjoying tranquil canal views and evening breezes. Paddleboard or kayak through the nearby lagoon in the morning, then relax in your private swim spa after a day on the water. A metal roof, installed in 2017, carport, and generous parking for trailers, vehicles, or an RV add everyday convenience. On the ground level, an enclosed area of approximately 475 sq ft provides bonus space with a variety of potential uses. Whether you're looking for a full time residence, a weekend getaway, or an investment property, this inviting Keys retreat offers the perfect balance of comfort, location, and lifestyle.

299 N Anglers Dr Unit A, Marathon

$1,450,000

4 Beds ⋅ 4 Baths ⋅ 613789 MLS

Waterfront Duplex in Marathon - A Boater's 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 you're 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. Don't miss this rare opportunity to own a piece of paradise.

105 N Anglers Dr Unit A & B, Marathon

$1,399,000

4 Beds ⋅ 3 Baths ⋅ 613547 MLS

43' DOCK! FRESHLY UPDATED INTERIOR! This tastefully furnished half duplex townhome features 4 generous bedrooms, 3 full bathrooms, a laundry room and a dream kitchen! Freshly painted interior and upgraded flooring on the stairs and in the bedrooms June 2026. You'll also find an ICE MACHINE, oversized private pool and more! A quick 15 minute boat ride to the Atlantic Ocean and you're within walking distance to famous Sombrero Beach! There's shopping & dining close by! Active vacation rental with proven history.

227 Sombrero Beach Road Unit 1, Marathon

Start Your Search

Sombrero Anglers C N (49.5) Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Sombrero Anglers C N (49.5), Marathon FL. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!