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$850,000
3 Beds 2 Baths 618474 MLS
Wake up to breathtaking open water views and embrace the ultimate Florida Keys lifestyle in this oceanfront A-frame located in the private, highly sought-after Lion's Lair community in Marathon. Opportunities like this are rare--where exceptional amenities, privacy, and value come together in one stunning property. This well-built half duplex welcomes you with sweeping ocean views the moment you step inside, complemented by impact windows and doors for peace of mind. Offering 3 bedrooms, 2 baths, plus a versatile lofted office space, the home is designed for both comfort and flexibility. Step outside to your spacious waterfront deck--perfect for morning coffee at sunrise or unwinding with evening cocktails as the ocean breeze rolls in. The true highlight is the unmatched collection of community amenities: Enjoy a private marina with dockage for boats up to 25', a convenient boat ramp, boat trailer storage, a resort-style pool, tiki hut, clubhouse, and a scenic paved walkway leading to a tranquil jetty point--ideal for sunset strolls or simply soaking in the coastal beauty. Positioned in one of the most desirable and private locations within Lion's Lair, this home offers both seclusion and easy access to all amenities. With low association fees of just $1,500 per year and no rentals allowed, you'll enjoy a peaceful, owner-focused environment without the disruption of short-term vacation traffic. This is more than a home--it's a rare opportunity to own a piece of paradise in a premier waterfront setting. Schedule your private showing today.

58950 Overseas Highway Unit 48, Marathon

$1,199,000
3 Beds 2 Baths 616368 MLS
Attention Investors! Owner financing opportunity with no windstorm insurance required. This beautifully maintained 3-bedroom, 2-bathroom ground-level home is perfectly positioned on a desirable flow-through canal, only several houses away from the open waters of the Gulf of Mexico. Inside, you'll find a spacious layout with an updated kitchen featuring modern finishes and stainless steel appliances-perfect for entertaining or enjoying a quiet night in. Perfect to start renting and earning some extra income. The home also includes a one-car attached garage, offering convenience and additional storage or workshop area. Enjoy the hot tub in the enclosed sunroom. Step outside to your low-maintenance, xeriscaped yard, ideal for easy coastal living. The backyard is your private oasis, complete with a tiki hut-a perfect spot for sunset cocktails, BBQs, or simply unwinding by the water. . Room for a pool. Boating enthusiasts will love the quick access to the Gulf, while peace of mind comes with a highly desirable, assumable flood insurance policy. Plus, possible seller financing makes this home even more attractive for qualified buyers. Whether you're seeking a full-time residence, vacation getaway, or investment property, this coastal retreat offers the best of Florida Keys living including nature preserve across the street which means more privacy and peace. Don't miss your chance to own this waterfront haven - schedule your private tour today!

2411 Grouper Dr, Marathon

$699,000
3 Beds 2 Baths 617569 MLS
Welcome to 293 96th Street in Marathon — a beautifully updated coastal home offering the perfect mix of comfort, style, and easy Keys living. This single-family retreat sits on an oversized lot in a quiet neighborhood, making it ideal for boating, fishing, and enjoying everything the islands offer. Step inside to an open, light-filled layout featuring tile floors, fresh paint, and a spacious main living area designed for relaxing or entertaining. The updated kitchen includes modern cabinetry, granite counters, stainless appliances, and plenty of storage. With 3 bedrooms and 2 baths, the home offers a flexible layout for full-time living, vacation use, or investment potential. Enjoy outdoor living with a large covered patio, lush tropical landscaping, and an above ground pool with deck. The deep lot provides privacy and space for boat parking, RV storage, or future expansion. A ground-level enclosure adds additional storage for all your gear and toys. Located just minutes from shopping, dining, beautiful parks, and world-class fishing spots, this home delivers the best of Marathon in a peaceful residential setting. Whether you're looking for a Keys getaway or a solid investment opportunity, 293 96th Street is move-in ready and easy to love.

293 96th St, Marathon

$525,000
2 Beds 2 Baths 615733 MLS
Unbeatable Value Priced to Sell Don't Miss Out On ...the perfect blend of coastal comfort and investment potential in this elevated 2-bedroom, 2.5-bath condo located directly on the stunning Gulf in the Fabulous Florida Keys. Whether you're searching for a year-round home, a weekend retreat for world-class fishing, or a high-demand vacation rental (weekly rentals permitted!), this property checks all the boxes. Tucked within the well-maintained Gulfpointe complex Number One, residents enjoy a heated pool, pickleball court, and Gulfside dockage with finger piers—ideal for boaters looking for quick access to both the Gulf and Atlantic. The home features an open-concept main floor with a spacious living area, updated kitchen, dining space, and a convenient half bath. Upstairs, you'll find a comfortable primary suite with a private bath, an additional bedroom, and a full hallway bathroom. Enjoy outdoor living with balconies on both levels, plus the peace of mind that comes with impact-rated windows and doors, a durable metal roof, and solid concrete construction. Covered parking accommodates up to three vehicles.**Gulfpointe 1 has its own pool and docking facilities. Dock access is first-come for owners**The docks can accommodate boats up to 36 feet **They allow 7-day rentals**Elevated Building has covered parking and can accommodate up to three cars or a car and a boat trailer. DON'T MISS THIS OPPORTUNITY - THE SELLERS ARE MOTIVATED

12690 Overseas Highway Unit 51, Marathon

$899,000
2 Beds 2 Baths 618501 MLS
Charming 2 bedroom, 2 bathroom half duplex in Marathon with highly desirable 7-day rental flexibility. Located just four properties from the Atlantic Ocean, this stilted home offers 35 feet of seawall and quick boating access to open water. Interior upgrades include bamboo hardwood flooring, new carpeting in bedrooms, a renovated kitchen with granite countertops, updated bathrooms, and new interior doors, jambs, and trim. Extensive exterior improvements include a foam and coating roof, full electrical rewire to current code, structural column repairs with stucco restoration and exterior paint, two new exterior doors, new front and street-side railings, and replacement of water lines. Elevated construction provides covered parking for multiple vehicles and ample space for trailers, boats, or outdoor gear. Ideal as a primary residence, vacation getaway, or income-producing property in the heart of the Florida Keys near beaches, dining, and local amenities.

668 89th St, Marathon

$3,475,000
5 Beds 6 Baths 616645 MLS
Luxury 5-Bedroom Waterfront Home in the Florida Keys Welcome to your dream retreat in Marathon, Florida! This stunning 5-bedroom, 5.5-bath residence sits on the desirable bay side, offering breathtaking water views and endless sunsets. Perfectly designed for comfort and entertaining, the home features an open-concept living space, gourmet kitchen, and spacious bedrooms with en-suite baths for ultimate privacy. Step outside to enjoy resort-style living with a sparkling pool, expansive patio, and direct access to the bay. Boating enthusiasts will love the assigned dock slip, making days on the water effortless. Whether you're seeking a full-time residence, vacation getaway, or investment property, this home delivers the ultimate Keys lifestyle—luxury, relaxation, and adventure right at your doorstep.

990 41st St Unit 10, Marathon

$990,000
4 Beds 2 Baths 618176 MLS
Solid CBS full duplex in the heart of Marathon, set on an oversized 10,000 sq. ft. lot with mature native trees for added shade and privacy. Built for strength and long-term value, this elevated stilted property features concrete construction, a concrete roof, impact windows, newer HVAC systems, and four covered parking bays below. Each unit has been fully remodeled with gray faux wood flooring, granite countertops, stainless steel appliances, and clean modern finishes. The property has a strong income history, previously grossing approximately $69,000 annually, with one side currently left vacant for easy showings. Ideal for investors, employee housing, or living in one unit while renting the other, this duplex offers flexibility, usable outdoor space, covered parking, storage potential, and a central Marathon location close to shopping, dining, marinas, beaches, and daily conveniences.

1306 &1308 & St, Marathon

$239,000
618851 MLS
Seller Financing Available -- Prime Corner Lot with water views, in Marathon This vacant, cleared corner lot sits in one of Marathon's most convenient and high-visibility locations. Directly across from Racetrac, the public library, Marathon High School, Fishermen's Hospital, Starbucks, mini golf, City Marina, the boat ramp, and the events park, this property offers unbeatable access to the best of the Middle Keys. Seller will consider all reasonable offers. Whether you're looking to build, invest, or secure a strategic commercial or mixed-use opportunity, this lot places you at the center of Marathon's activity hub. Seller financing makes this an even more accessible opportunity. All information is deemed reliable but not guaranteed. Prospective purchasers should verify the information to their own satisfaction.

319 Tuskegee St, Marathon

$3,690,000
3 Beds 3 Baths 617135 MLS
Stunning Furnished Coastal Modern 3-bedroom, 3-bath modern waterfront estate built by the Florida Keys' premier builder, D'Asign Source. This three-story solid concrete home offers exceptional design, craftsmanship, and strength, perfectly positioned on over a quarter acre with 110 feet of deep-water frontage along a 300-foot-wide canal. Boaters will love the 10,000 lb boat lift, 85 feet of dockage, and direct deep-water access to the Gulf and Atlantic. A fish cleaning station with water, bait freezer, and commercial ice machine make this property a dream for anglers and water enthusiasts. Inside, expansive glass doors and windows flood the living space with natural light and showcase panoramic canal views. The chef's kitchen features Viking appliances, quartz countertops, wine cooler, and premium finishes, while the open-concept design connects seamlessly to multiple balconies and outdoor living areas. The master suite includes an oversized rainfall shower and a private balcony overlooking the water, while two guest bedrooms provide bright, inviting retreats. Outdoor living is the heart of this home, featuring a custom 440 sq. ft. pool with hot tub and sunshelf, surrounded by soft sand, hammocks, and lush tropical landscaping. Entertain in style at the covered outdoor bar and grilling area, or unwind with sunsets from the private rooftop lounge overlooking the Gulf of Mexico. Additional features include four+ parking spaces, trailer parking, high-speed WiFi, multiple smart TVs, and a fully fenced yard that's pet-friendly. Tis property combines luxury, durability, and a true Keys lifestyle — offering modern design, deep-water access, and spectacular views in one of Marathon's most sought-after waterfront neighborhoods.

118 Ave E, Marathon