Sombrero Properties (49.5) Real Estate, Homes, Condos for Sale in Marathon, FL

620941 MLS

Don't miss this 81', live-aboard slip with OWNED BAY BOTTOM. A-side slips in Sombrero Marina rarely become available. Great Keys space with a fabulous sunset view over Boot Key Harbor in Marathon, the heart of the Keys. Slip measures 81L x 17W at the water and 14.7'W at the dock. A bath house, pump out and laundry facilities are onsite, with 30- and 50-amp service and full-time, onsite dockmaster. Rentals are managed by the dockmaster and Slip A15 has a proven rental income history. Quick deep water access from Boot Key Harbor to the Atlantic Ocean or to the Florida Bay/Gulf via Sister Creek or under the iconic Seven Mile Bridge arc. A full-service, open harborfront bar/restaurant (Dockside) with great live music is at the marina and fuel is nearby. Across from the public golf course, Sombrero Marina offers a wide turning basin and is within walking distance to stores and biking distance to beautiful Sombrero Beach. Enjoy low fees and easy living. This is a GREAT price for a LARGE slip in a FANTASTIC Middle Keys location!

35 Sombrero Blvd Unit A15, Marathon

$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

$1,549,000

4 Beds ⋅ 4 Baths ⋅ 620220 MLS

Waterfront duplex opportunity on Sombrero Beach Road in Marathon, just about 1 mile from Sombrero Beach. This stilted full duplex offers 4 bedrooms, 4 bathrooms, 2,114 square feet of interior living space, a pool, 110 feet of concrete seawall, dockage, and deep-water boating access. Each side features 2 bedrooms, 2 bathrooms, approximately 1,057 square feet, open living and dining areas, kitchen, washer and dryer, and enclosed sun porch areas with water views. The layout works well for a full-time residence, second home, investment property, or a live-on-one-side and rent-the-other setup. Outdoor features include an in-ground pool, decking, front porch, low-maintenance gravel yard, and a large circular paver driveway with plenty of parking and trailer storage. Boaters will appreciate the 110 feet of dockage with room for multiple vessels. The lower level includes two garages and substantial storage space, ideal for fishing gear, boating equipment, a cabana-style setup, or general storage. With its waterfront setting, duplex layout, pool, dockage, and close proximity to Sombrero Beach, this property offers multiple options in one of Marathon's most desirable lifestyle locations. B&BATVAI

303 Sombrero Beach Rd, Marathon

$360,000

606521 MLS

This Unique liveaboard boatslip including baybottom is the only one with a boat ramp. 91ft long 18.5ft wide (buyer to verify). Full time, year round rentals are allowed! Facilities include: laundry, showers and bathroom. The Dockside restauant with live music is a short stroll down the dock. Conveniently located near food stores and other restaurants. A short drive or bike ride to Sombrero Beach. Currently rented. Must give tenant 30 days notice. Please do not disturb the current renter.

35 Sombrero Blvd Unit A3, Marathon

$365,000

618579 MLS

SELLER IS OPEN TO OFFERS! Experience the quintessential Florida Keys lifestyle at Sombrero Marina, a casual and welcoming community in the heart of protected Boot Key Harbor. This slip is OWNED BAYBOTTOM. Per the survey, the slip is 87' long, 20.56' wide at the dock and 21.64' wide at the outside pilings. Up to 75' LOA and max 18'9'' beam, per the dockmaster. Slips capable of accommodating vessels up to 75' LOA are exceptionally rare to find in Keys, making this a unique opportunity for owners of larger yachts. This expansive slip also offers the security of baybottom ownership, allowing for full-time liveaboard status. Additionally, convenient financing is available through a local bank to make your island transition seamless. This slip is as versatile as it is spacious, serving as a perfect seasonal home for your vessel or a reliable permanent residence. When you aren't using the slip yourself, the on-site dockmaster can rent the slip out for you, providing a hands-off way to offset ownership costs. Life here is defined by ease; you are just steps away from the iconic Dockside restaurant for live music, meals and a great social atmosphere. The slip includes 30/50 amp service and a deeded land footprint directly in front--ideal for a golf cart. Don't miss this chance to secure one of the few large-scale liveaboard slips in the heart of the Keys.

35 Sombrero Blvd Unit B1, 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

$2,900,000

5 Beds ⋅ 4 Baths ⋅ 613434 MLS

New offering by Marathon's renowned luxury developer Dynamic Construction featuring gorgeous Boot Key Harbor and golf course views and the best deep draft dockage in Marathon. Upon entry, the open concept Great Room is bright and spacious with soaring ceilings and designer decor. The focal point of the space is a retractable wall of impact-resistant glass doors leading out to a full-length covered veranda boasting stunning views of the sailboats in the harbor. Entertaining is a breeze in the expertly equipped Chef's Kitchen, complete with luxurious Cambria quartz countertops and backsplash, custom soft-close wood cabinetry, and sleek Cafe appliances, including a gas range, microwave drawer, double oven, and Bertazzoni vent hood. Visitors will enjoy well-appointed accommodations in any of 4 generous guest bedrooms boasting harbor or golf course views. Retire to an opulent primary suite, with walk-in closet and oversized windows offering sweeping views of Boot Key Harbor. Water views continue in the elegant en suite bathroom evoking feelings of relaxation with stunning tile work, standing soaker tub, and glass shower with dual shower heads. Across the street from Florida Keys Country Club Golf Course this home offers a rare combination of waterfront luxury and scenic fairway vistas. Outside, a spacious T-dock accommodates multiple vessels for frequent and easy boating. With approvals already in place for a 4-post 20K boat lift, this property is perfect for avid boaters looking to maximize convenience and functionality. Cool off after a day on the water in the gorgeous pool and spa with striking white marble deck and grill up your fresh catch on the spacious waterfront veranda! Plenty of parking with covered carport, and open parking in front. Just minutes to grocery stores and dining, yet tucked in a quiet, exclusive neighborhood.

1507 A Sombrero Blvd Unit A, Marathon

$300,000

1 Beds ⋅ 1 Baths ⋅ 609669 MLS

Cheapest condo in Skip Jacks. Top floor. Pool ,Tiki Bar, Restaurant , tennis, boat launch for a great vacation feeling. Golf across the street at Sombrero Country Club ..Close to restaurants and shopping. Nightly rentals allowed.

23 Sombrero Blvd Unit 427, Marathon

$2,175,000

4 Beds ⋅ 3 Baths ⋅ 604030 MLS

A jewel of its category in both price and design, 261 Sombrero Beach Road is the ideal residence for a second home, full-time home, or vacation rental. Built in 2016, this open-concept canal-front property has been impeccably maintained and is move-in ready. This residence embodies fine coastal living, with four bedrooms and three bathrooms, new furnishings, new interior paint, new light fixtures, an upgraded interior, and exterior electric and shiplap accent walls. Complete with a paver driveway, new landscaping, updated irrigation, and artificial turf; this home is just as stunning outside as it is inside. Ideal for entertaining, 261 Sombrero has outdoor lounging and living, a heated and chilled pool, a boatlift, covered terraces, and storage for all your Keys toys. The lush landscaping makes you feel like you're in a private tropical oasis. Located close to Sombrero Beach in a desirable neighborhood of Marathon, this coastal residence is not one to miss.

261 Sombrero Beach Rd, Marathon

$2,175,000

4 Beds ⋅ 3 Baths ⋅ 606281 MLS

Luxurious 4 bedroom, 3 bath single family home on the highly desired Sombrero Beach Rd. This home is meticulously maintainedand! Highlighted features of this professionally decorated home are granite counter tops and back splash, stainless steel Bosch appliances, vinyl plank flooring, an open floor plan, walk in pantry, a large balcony providing water views, outside furniture, propane bbq and smart tvs throughout the home, on the balcony and one down stairs for your entertainment. Allow your gatherings to overflow onto the expansive porch offering al fresco dining for 6, a propane bbq and a smart TV for your entertainment. Outside amenities include a 60ft dock, a 17,000 lb boat lift, a private fiberglass in ground pool, a completely fenced in pool and patio area, outside patio furniture and pool loungers, plenty of parking space including a carport, a two car garage and outside uncovered parking as well. Smart features such as a security system, outside cameras, ring Doorbell and an Ecobee thermostat. Centrally located, Sombrero Beach is just 1.3 miles from the property! You are a quick walk to the Marathon middle and high school. Grocery stores, Shopping and restaurants are within 1 mile distance.

259 Sombrero Beach Rd, Marathon

$1,240,000

4 Beds ⋅ 3 Baths ⋅ 616740 MLS

Live the Island Life You've Been Dreaming Of! Welcome to paradise in the heart of Marathon! This beautifully designed 4-bedroom, 3-bath coastal retreat offers the perfect blend of luxury, comfort, and laid-back Keys charm. With over 1,800 sq. ft. of living space, this spacious home is made for entertaining and relaxing — inside and out. Enjoy a bright, open-concept layout with coastal-inspired finishes, then step outside to your own tropical oasis complete with a private pool, tiki hut, and custom bar. Whether you're sipping cocktails dockside or heading out for a sunset cruise, every day feels like a vacation here! Vacation rental friendly! This property offers excellent income potential for those seeking both personal enjoyment and investment opportunity. Come live where others vacation - 262 Sombrero Beach Road, Unit 1, Marathon, FL!

262 Sombrero Beach Road Unit 1, Marathon

$3,200,000

5 Beds ⋅ 4 Baths ⋅ 608850 MLS

Brand New 2024 CBS Construction with gorgeous Boot Key Harbor Views and excellent boating! Every detail has been considered in this turnkey pool home, boasting high-end finishes, and offering elevated Keys living in a prime location! Upon entry, the open-concept Great Room is bright and spacious with soaring ceilings. The focal point of the space is a wall of impact-resistant glass doors leading out to a full-length covered veranda, with tongue-and-groove wood ceilings, custom railings, and stunning Open Water Views! Entertaining is a breeze in the expertly equipped Chef's Kitchen, complete with luxurious Cambria quartz countertops and backsplash, custom wood cabinetry, and sleek Cafe appliances, including a 42'' gas range, microwave drawer, double oven, and vent hood. Visitors will enjoy well-appointed accommodation in any of 4 generous guest bedrooms, boasting harbor views, or golf course views with partial views of serene Sisters Creek. Retire to an opulent primary suite, with walk-in closet and oversized windows offering sweeping views of Boot Key Harbor. Water views continue in the elegant en suite bathroom, evoking feelings of relaxation with stunning tile work, standing soaker tub, and glass shower with dual showerheads. Outside, a spacious T-dock accommodates multiple vessels for frequent and easy boating and fishing. Cool off after a day on the water in the gorgeous pool and spa with striking white marble deck and grill up your fresh catch on the spacious waterfront veranda! Plenty of parking with covered carport, and open parking in front. Just minutes to nearby grocery stores and delectable dining, but nestled within a quiet, exclusive neighborhood, this exceptional location offers the best of both worlds. This move-in ready Florida Key Dream Home won't last long!

1507 Sombrero Blvd Unit B, Marathon

$1,138,520

4 Beds ⋅ 5 Baths ⋅ 617853 MLS

Turnkey Florida Keys waterfront duplex offering both income and lifestyle. Two-story property with separate 2BR units and individual electric meters. Downstairs 2BR rental generates $3,000/month long-term or $3,000/week short-term. Upstairs 2BR/1.5BA is fully furnished with full bar, patio deck, Sunsetter awning, and Acorn stairlift. Maintenance-free paver driveway, white rock yard, and palms. 50' concrete dock with 32,000-lb Neptune elevator boat lift, davits, and large tiki hut featuring bar, TV, BBQ, fish-cleaning station, fridge, and tool shed. Solar system with Tesla battery provides backup power to both units. Newer roof and high-efficiency A/Cs. Optional 24' Sunseeker pontoon boat. Prime Marathon location near sandbars and lighthouse—ideal investment or Keys retreat.

308 Sombrero Beach Rd Unit 2 & 4, Marathon

$1,599,000

4 Beds ⋅ 5 Baths ⋅ 612157 MLS

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 you're seeking a full-time residence, a vacation retreat, or an income-generating investment, embrace the coastal life on Boot Key Harbor in Marathon today!

1215 Sombrero Blvd Unit B, Marathon

$1,625,000

2 Beds ⋅ 2 Baths ⋅ 604456 MLS

Potential is key for this property!! This single family home is fantastically located in the desired Sombrero Beach neighborhood, down the more private Sombrero Blvd, and is situated directly across from the 18 hole golf course (currently 9 open) on an expansive 15,000 plus square foot tree-lined lot. The golf cart friendly neighborhood allows you to access the nearby Publix, Winn-Dixie, Walgreens, Florida Keys Country Club and Golf Course, and even Sombrero Beach in island style! Just around the corner by water you also have access to more than half a dozen restaurants and fuel docks with a quick 10-15 minute ride to both the Ocean and Gulf. This property can accommodate almost any boat with it's 145' of deep water waterfrontage, and an ~80' solid wood t-dock, on a 100' wide canal with that leads straight out to the open Ocean and gives access to the Gulf via the 7 Mile Bridge 65' height clearance! The property also features a boat lift, a large inground pool, a single car garage and lots of additional storage, a partially fence lined and fully tree lined very private lot with beautiful views of the canal off the back and the golf course across the street, and TONS of parking all your cars, toys, boats, and trailers! Schedule a time today to take a look for yourself and see how you can make this place your perfect home in paradise!

2641 Sombrero Blvd, Marathon

$1,765,000

4 Beds ⋅ 5 Baths ⋅ 614236 MLS

Endless potential with this income producing 3-Story Concrete construction TRI-PLEX home with 4 bedrooms and 5 bathrooms offering ample space for large groups or multiple families. The independent guest suites are located on each floor with a private balcony! Boating enthusiasts will enjoy this deep water protected dockage in Boot Key Harbor with 4 Boat Slips including water and electric (110/30/50) at each slip! Spacious ROOF TOP deck offers a 360 view of incredible sunsets and endless stargazing! Call today for details and a tour of this Gem in the heart of Marathon! More photos coming soon.

101 Sombrero Blvd, Marathon

$1,725,000

2 Beds ⋅ 2 Baths ⋅ 616402 MLS

PRICE WAS RECENTLY IMPROVED: SELLERS WELCOME OFFERS! NEED A THIRD BEDROOM? 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, stunning Waterfront Retreat in Sombrero Beach! This extraordinary Florida Keys stilted pool home is perfectly positioned on a prime corner lot only 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

$1,900,000

3 Beds ⋅ 2 Baths ⋅ 607622 MLS

Explore this well-maintained three-bedroom, two-bathroom residence that boasts ample privacy and space to unwind. A haven for fishing enthusiasts and those seeking relaxation, the property is thoughtfully designed. A recently installed boat lift and a commercial ice machine enhance the experience. With swift ocean access, an expansive swimming pool, a bar, and numerous inviting outdoor spaces, this sturdy concrete home with impact windows is a vacationer's paradise. Seeing is truly believing, and this vacation rental, sold as pictured with a few exceptions for personal items, is a testament to that. Conveniently situated in Central Marathon, it's close to the beach, grocery shopping, and other amenities. Additionally, the buyer has approval from the Army Corp to expand the dockage by over 30 feet.

2697 Sombrero Blvd, Marathon

$1,040,000

4 Beds ⋅ 3 Baths ⋅ 616578 MLS

No HOA! Paradise in Marathon - Florida Keys close to Sombrero Beach. Home is right on a walking and lit bike path that leads right to Sombrero Beach. Home features hot tub, hammock while watching the sunset or jump into your boat right out of the dock just steps away from the home. Hurricane impact windows & 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 approx.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 is a unique investment opportunity that rarely go up for sale, not many of them around. Please note this is 2 units out of 4 top and bottom half of the building, that sit on one side of property.

308 Sombrero Beach Rd Unit 1 & 3, Marathon

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Sombrero Properties (49.5) Real Estate & Homes