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$1,299,000
4 Beds ⋅ 3 Baths ⋅ 621156 MLS
Tucked into the natural landscape of Grassy Key, 235 Tropical Avenue offers a unique combination of space, privacy and the unhurried character that defines life in the Middle Keys. Set on a 15,000-square-foot lot in Crains Subdivision, this concrete stilted residence offers more than 3,600 square feet of living space, impact windows and doors, and generous indoor-outdoor areas designed around the Florida Keys lifestyle. An expansive open layout creates room to gather, entertain and settle in comfortably, with multiple living spaces and an easy connection to the outdoors. Lush native vegetation surrounds the property, creating a remarkable sense of privacy and seclusion. The partially fenced backyard centers around an inviting in-ground pool with waterfall, tanning shelf and water features, setting the stage for long afternoons outside and evenings under the palms. Ample parking provides room for multiple vehicles and boat trailers, an especially valuable feature for enjoying life on the water. Above it all, a rooftop observation deck captures ocean views and a beautiful perspective across Grassy Key. Watch the light change over the horizon and native birds gather around the natural salt ponds behind the property. Crains Subdivision also offers a community sunset park, while a public boat ramp is just minutes away for convenient access to the surrounding waters. Centrally positioned between Marathon, Duck Key and Islamorada, the home is convenient to Curry Hammock State Park, Dolphin Research Center, waterfront dining, marinas, fishing, diving, paddling and the Florida Keys Overseas Heritage Trail. Whether envisioned as a full-time residence or a private Florida Keys retreat, 235 Tropical Avenue feels connected to its surroundings, offering a spacious and secluded setting from which to experience the water, wildlife and easy rhythm of Grassy Key.

235 Tropical Ave, Marathon

$699,000
3 Beds ⋅ 2 Baths ⋅ 620713 MLS
Welcome to 203 Peachtree Avenue, a well-maintained 3-bedroom, 2-bath stilt home in Grassy Key offering peaceful salt pond views and plenty of space to enjoy the Florida Keys lifestyle. Set on a rare, fully fenced double lot, this property offers an exceptional amount of outdoor space that is hard to find in the Keys. Whether you envision room for pets to roam, space to garden, additional parking for trailers and recreational vehicles, or simply enjoying the privacy of a larger homesite, this oversized property provides endless possibilities. Inside, the home features 1,456 square feet of bright, open living space with wood-look flooring, a spacious kitchen with ample cabinetry and counter space, and a convenient laundry room. Large windows and sliding glass doors fill the home with natural light while opening to the expansive wraparound porch, where you can relax and enjoy tranquil salt pond views. The elevated design offers abundant covered parking and storage below, with column height tall enough to accommodate a boat, RV, or multiple vehicles. A metal roof, concrete pilings, tropical landscaping, and a private hot tub add to the home's appeal. Located just moments from Sunset Bay Park in Grassy Key, you'll enjoy a peaceful island setting while remaining close to Marathon's restaurants, shopping, marinas, and everyday conveniences. Whether you're searching for a full-time residence, weekend getaway, or island retreat with room to spread out, this unique property combines privacy, versatility, and the laid-back Florida Keys lifestyle.

203 Peachtree Ave, Marathon

$14,995,000
11 Beds ⋅ 9 Baths ⋅ 620489 MLS
Welcome to Morton Manor, an exceptional gulf-side waterfront estate set on 2.82 private acres where luxury, privacy, and resort-style living come together in this extraordinary Florida Keys compound. Encompassing 8,515 sq. ft. of living space, this property features a 5-bedroom, 4.5 bath CBS main residence accompanied by two detached guest homes and a garage apartment, offering a total of 11 bedrooms and 8.5 baths designed to comfortably accommodate family and guests alike. The main home showcases an open-concept floor plan with expansive living and dining areas, two wet bars, elevator access, multiple laundry areas, and spacious guest accommodations, creating an ideal setting for both everyday living and large-scale entertaining. The detached bungalows and garage apartment provide additional flexibility for extended family, visitors, or exceptional rental opportunities while maintaining privacy throughout the estate. Impact-rated windows and doors, a durable metal roof, and quality construction provide lasting peace of mind. The outdoor amenities rival those of a private resort. Relax beside the pool, gather beneath multiple tiki huts, challenge friends to a game on the pickleball court or putting green and enjoy beautifully landscaped grounds. Boating enthusiasts will appreciate the 100' dock complete with 30-amp and 50-amp shore power, yacht dockage and 10K & 20K lb boat lifts. Positioned on the gulfside, the property offers easy access to world-class fishing, boating, snorkeling coves, sandbars, and unforgettable sunset cruises. Dining, marinas, and shopping are less than ten minutes away, and the Florida Keys Marathon International Airport is approximately 4 miles from the property for seamless private aviation access. Whether you're searching for a private family compound or an exceptional investment opportunity, Morton Manor offers a rare combination of acreage, waterfront living, luxury amenities, and versatility that is seldom found in the Florida Keys.

57733 Morton St, Marathon

$1,100,000
4 Beds ⋅ 3 Baths ⋅ 620206 MLS
Currently in Marathon, Duck Key & Key Colony there is no other New Construction Home available below $1.1M besides this Brand New Under Construction 4 Bed, 3 Bath, 1786 sqft living Concrete Above Flood Home, built by the local well-respected Design Center. It also happens to be located on a Corner Lot that backups to non-buildable protected land offering more privacy in the Grassy Key neighborhood, which has quickly become a highly desired area for many locals. It's a great family neighborhood with a community waterfront Sunset park and only a mile from a boat ramp. This home features poured solid concrete 16x16 columns plus an Energy Efficient Seamless Metal Roof, Hurricane Impact Windows & Doors, Spray Foam Insulation along with a High Efficiency 4 Ton A/C System, & even an Electrical Sub Panel Box prewired for a generator hook up. Pre-Cast Concrete Floors allowing for no center columns, which maximizes usable space in the 2 car garage. Step inside & find Maintenance Free Wide Plank Luxury Vinyl Flooring thru out the home, 8FT High Interior Doors, 9'6'' Ceilings, 5 ¼'' Baseboards, LED Recess Lighting, Modern Fans in each Bedroom & the Living Room, an Open Kitchen with Shaker Soft Close Wood Cabinets with Crown Molding & Hardware including 42'' Uppers, Quartz Countertops including a Large 1 level island, a Tile or Quartz Backsplash, Pendant Lighting, a Full Stainless Steel Appliance Package & Modern Single Sink & Faucet. All 3 bathrooms feature Designer Tiled Floors, Custom Tiled Showers including LED underlighting and lit shower nooks with the Primary & 1 Guest Bath having Frameless Glass Enclosures & the 2nd Guest having a Tub/Shower Combo. They all have Wood Vanities with Quartz Counters, Modern Vanity Lighting & Mirrors, Modern Faucets & Toilets. Home comes with a 1-year Builders Warranty and can be offered Furnished by a local interior designer for an additional cost making it Vacation Rental Ready. ETA for completion is Dec 2026.

317 Tropical Ave, Marathon

$25,000,000
10 Beds ⋅ 13 Baths ⋅ 619972 MLS
Newly Built Gulf-front Sanctuary with Panoramic Views, Guest and Pool Houses, Luxe Outdoor Living, and a Deepwater Navigable Dock. Set on 3 secluded acres+/- along one of the most protected stretches of the Gulf of America, 57783 Morton Street is a newly completed estate of rare scale, privacy, and modern coastal design. Surrounded by water, sandscape, and tidal ponds alive with marine life, the property offers more than 200'+/- of direct water frontage and uninterrupted views across the open Gulf. Completed in 2025 by builder and developer Alderuccio Corporation, this resilient, elevated retreat is constructed entirely of concrete and impact glass and is designed for effortless indoor-outdoor living. With three distinct finished living spaces totaling approximately 10,000 SF+/-, the estate functions as a private resort offering privacy, recreation, and exceptional access to the best of the Florida Keys. Though private and serene, the estate remains close to everything that defines Keys living. Dining, marinas, and shopping are less than ten minutes away, and the Florida Keys Marathon International Airport lies 4 miles+/- from the property for seamless private aviation access. Deepwater routes, snorkeling coves, and renowned fishing grounds are just moments from the protected 100' dock. The architecture emphasizes clarity, durability, and immersion in water and light. Walls of impact glass capture views of the Gulf, the bay, and the property's own tidal ponds, allowing natural light to animate the interiors throughout the day. Generous room proportions, ceiling heights of 10' to 12', and open circulation reinforce a sense of airiness and connection. Every finish, from porcelain flooring to quartzite counters and exterior of shell-stone, was selected for both resilience and refined coastal style. Smart home systems, solar power with battery backup, and integrated storm protection underscore a commitment to performance and longevity.

57783 Morton St, Marathon

$3,495,000
4 Beds ⋅ 4 Baths ⋅ 619913 MLS
Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key offering expansive water views, a white sand beach, and resort-style living. A strong-producing vacation rental with established history and future bookings in place, this exceptional estate presents an attractive investment opportunity. Set on more than 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, Casa Feliz is designed for relaxation and entertaining. An observation pier provides access for kayaking, paddleboarding, fishing, and enjoying abundant marine life. Dockage is available nearby at Duck Key Marina or Grassy Key Marina, if desired. The property's unique orientation captures both sunrise and sunset views, a rare feature in the Keys. Outdoor amenities include a saltwater pool with cascading waterfalls, spillover spa, and a fully equipped poolside cabana featuring a wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit offer inviting spaces to gather beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was redesigned to maximize ocean views throughout. Four custom bedroom suites, each with a private en-suite bath, comfortably accommodate guests. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Accordion impact-glass doors create a seamless connection between indoor and outdoor living. The gourmet kitchen features Café appliances, an induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, and a mural by a local artist. Come discover why Grassy Key is the place to be.

58652 Overseas Hwy, Marathon

$2,700,000
4 Beds ⋅ 3 Baths ⋅ 619802 MLS
Experience the ultimate Florida Keys retreat in this private, gated waterfront estate set on an oversized lot with breathtaking open water views and unforgettable sunset skies. Designed for both luxury living and exceptional rental performance, this 4-bedroom, 2-bath elevated home offers the perfect blend of comfort, style, and income potential with a 7-day vacation rental allowance. The residence features impact windows and doors, a durable metal roof, hardie siding and an open-concept layout filled with natural light. Expansive windows frame panoramic water views from the main living areas, while the spacious design comfortably accommodates multiple families or large groups. The kitchen is appointed with granite countertops and flows seamlessly into the living and dining areas, creating an inviting space for entertaining. Outdoor living is where this property truly shines. Enjoy a heated saltwater pool, gazebo with a metal roof, and an oversized covered breezeway that captures the essence of relaxed Keys living. The property is fully fenced with a private electric gate, offering both security and seclusion. Boaters will appreciate the long dock, complete with a 13,000-lb boat lift, providing direct access to open water. Surrounded by abundant marine life and natural beauty, this is a true paradise for fishing, boating, and nature enthusiasts. Whether you're seeking a high-performing investment property or a private waterfront escape, this home delivers luxury, privacy, and the quintessential Florida Keys lifestyle.

58121 Morton St, Marathon

$35,000,000
9 Beds ⋅ 10 Baths ⋅ 613902 MLS
Zephyr Cove; the extravagant aquatically inspired retreat that you deserve. Located on the breathtaking waterfront nestled along the Gulf and designed and built by D'Asign Source. This stunning estate invites you to experience the perfect balance of luxury, tranquility, and adventure. With both fresh and saltwater elements woven into its design, every detail has been thoughtfully crafted. At the heart of the property lies a lazy river loop infinity pool, complete with bridges, swim-up pool bar in gazebo, spa with table, lap pool, beach-style entries, and waterfall grotto plus gas fire pit, putting green, and tropical gardens. From floating under the sun, entertaining guests, or enjoying a peaceful evening by the water, this home was manifested for unforgettable moments. Grand main residence vaunts an impressive private primary wing and elegant open spaces designed for comfort and entertainment. Indoor amenities include a temperature-controlled wine room, game room, home theater, fitness center, and conference room; endless ways to unwind and enjoy life. Two additional charming two-bedroom villas and a separate two-bedroom guest house are perched next door, perfect for hosting family and friends with style and privacy. Designed for the ultimate coastal lifestyle with outdoor kitchen and dining areas set against breathtaking Gulf views, ideal for entertaining or simply soaking in the beauty of your surroundings. Ample dockage and multiple boat lifts for your toys, located right between Vaca cut and Tom's Harbor Cut for easy Ocean access. Expansive garages and storage spaces provide ample room for vehicles, boats, and all essentials. Whole-home 130kw generator in its own private structure, ensuring peace of mind no matter the season. This is where everyday life feels like you're being pampered at a lavish resort. Step into a world where the beauty of nature meets unparalleled craftsmanship and let the magic of the Gulf welcome you home. 15 min to private airport.

57223 Morton St, Marathon

$1,600,000
2 Beds ⋅ 2 Baths ⋅ 606512 MLS
This captivating beachfront property is nestled on the Oceanside of Grassy Key. This property boasts approximately 235 feet of pristine beachfront, a rare treasure in this sought-after location. Encompassing a substantial expanse of approximately 2.68 acres, this stilted single-family home lot stands as a canvas for transformation. The existing concrete home has a standing seam metal roof and is on durable stilts with a concrete pad beneath. While the existing home is habitable, it presents an enticing canvas for renovation, expansion, or even a complete redevelopment to craft your dream coastal haven. The property's RL zoning permits the construction of a primary residence, as well as additional accessory structures, providing ample space for all your desires such as a pool, tiki, gazebos etc. Set on the outskirts of Marathon makes access from the mainland convenient, enhancing the appeal of this truly exclusive haven.This property is not only a canvas for architectural creativity but also an invitation to an active and versatile lifestyle. The vast expanse of land accommodates various possibilities, from creating a palatial private estate with all the luxuries imaginable, to incorporating space for RV, campers, kayaks, and paddle boards embodying the ultimate waterfront living experience. There's a letter of site condition available upon request. The uplands area, estimated to be around 65,000 square feet more or less, contributes to the property's unique character and potential. Prospective buyers are encouraged to obtain a survey to fully appreciate the dimensions and potential of this remarkable property. What's more, the existing home on the property provides the distinct advantage of allowing redevelopment without the need to navigate through the BPAS or ROGO processes, streamlining the path to realizing your coastal paradise. Seize this rare opportunity to own an extensive beachfront property!

57520 Overseas Hwy, Marathon

$880,000
3 Beds ⋅ 2 Baths ⋅ 609258 MLS
Introducing the ''Mermaid Casa'', a slice of paradise in Marathon's Grassy Key neighborhood. Be captivated by the charm of this quintessential Florida Keys-style home. Nestled in a prime location, this three-bedroom, two-bathroom sanctuary boasts nearly 1,200 square feet of indoor living, complemented by an array of outdoor amenities. Step into a whimsical world as you're greeted by murals crafted by world-renowned artists and hardi-board mermaid scales that adorn the exterior. A private oasis awaits with an in-ground concrete heated pool, embraced by a spacious brick-pavered deck. Entertain in style under the expansive tiki hut with a kegerator and wet bar, or practice your putting skills on the green. With a two-car garage, additional carport parking, enclosed storage space, and a fenced backyard, this property offers ample room for all recreational pursuits. With a generous 7,500 square foot corner lot, there's plenty of space to park your marine toys or vehicles, and even a chicken coop tucked away on the side yard. Originally built on solid concrete stilts, this wood frame home underwent a complete renovation in 2018, leaving no detail overlooked. Revel in the modern comforts of new flooring, electrical, plumbing, drywall, kitchen, bathrooms, impact windows, and a durable metal roof. The heart of the home lies in the stunning kitchen, where quartzite countertops, stainless steel appliances, and a center island beckon gatherings and culinary adventures. Retreat to the generously sized primary bedroom, boasting an en-suite bathroom with a hand-painted vanity and a luxurious step-in tiled shower. Additional guest accommodations, a separate laundry room, and pantry enhance the functionality of this well-appointed home. Relish in the tranquil ambiance of the screened-in porch. Plus, with four new ductless AC systems upstairs, personalized comfort is just a dial away. Offering an unparalleled blend of charm, comfort, and coastal allure, the ''Mermaid Casa'' awaits!

58133 Ferreire St, Marathon

$612,000
2 Beds ⋅ 2 Baths ⋅ 606539 MLS
Embrace the relaxed pace of Florida living in this snug retreat. Set in the outskirts of Marathon city and arranged on concrete pilings, this charming treehouse-style home offers a distinctive blend of comfort and natural indulgence. Situated on a corner lot with captivating east-facing views. This house has a newer air conditioning system, all new appliances, wood floors throughout and a durable metal roof. The house's efficient and well-insulated structure, with blown insulation in the crawl space, helps you stay comfortable year-round. Savour the perfect integration of modern and eco-friendly features with the whole house surge protector and a 200-amp, eco smart on-demand water heater. Experience outdoor living on the wrap-around porch constructed from long-lasting synthetic decking. Framed by rain-efficient gutters and the timeless charm of vinyl siding, you won't help but soak in the tranquility of Marathon evenings. The interior exudes cleanliness and the owners' pride is exceptionally visible - a well-maintained living space. Venture outside to find banana trees. Beneath the house, a concrete slab awaits your creative uses. Need storage space? There's an external storage shed perfect for garden tools, surfboards, or anything needed for your Marathon adventures. A screened-in porch, complete with a built-in aviary, marries your living space with nature's symphony. Welcome to 302 Lemon Ave—a testament to the charm of Marathon living, where nature meets convenience, and life blossoms in this cozy treehouse retreat.

302 Lemon Ave, Marathon

$500,000
2 Beds ⋅ 2 Baths ⋅ 613662 MLS
PRIVATE, ELEVATED/ABOVE FLOOD, AND SURROUNDED BY NATURE—YOUR PARADISE AWAITS! Tucked away at the end of a quiet street in Grassy Key, this elevated home offers privacy, tranquility, and a breathtaking natural backdrop with protected conservation land surrounding you. Just minutes from Marathon, you'll love the peaceful sounds of nature while still being close to all the BEST shops and restaurants in the Middle Keys. Situated on a spacious 7,500 sq. ft. lot, this 2-bedroom, 2-bathroom home boasts a METAL roof (installed in 2018) and a freshly updated driveway with new rock & mulch beds. There's ample space for multiple vehicles, as well as boats, trailers, or even an RV. Covered parking beneath the home adds extra convenience along with a separate enclosed storage area. Ascend the staircase and take in the open side patio, perfect for enjoying the sunshine & island breezes. The expansive enclosed front porch, accessible from the side patio, living room and kitchen areas, provides the perfect spot to relax & unwind ALL YEAR long. Inside, the spacious living room seamlessly flows into the well-appointed kitchen, which features ample cabinetry, generous counter space, a GAS range and sliding doors that open to the patio—perfect for indoor-outdoor living. The OPEN CONCEPT design leads to a hallway that connects the guest and main bedroom areas, creating a natural flow & separation throughout the home. Recent updates include new light and fan fixtures in the bedrooms & living area, as well as freshly painted rooms throughout. The flooring has also been updated, with brand-new carpet in the guest bedroom and stylish wood plank vinyl flooring in the living and kitchen areas. Just a short walk away, you'll find Sunset Bay Park, a scenic waterfront community park known for its vibrant wildlife and easy access to nearby bike trails. This peaceful & natural retreat is the paradise you've been searching for—schedule your showing today! Sellers have a FHA Assumable mortgage for those that qualify. 3.154% Call form more details.

370 Cocoanut Ave, Marathon

$1,550,000
614052 MLS
10-Acre Gulffront Estate Opportunity - Rare, Private, and Unmatched in Marathon! Welcome to 56185 Overseas Hwy, Marathon, FL 33050—an extraordinary 10-acre waterfront property offering sweeping open-water views of the Gulf of Mexico from both the east and west side of the parcel. With water on two sides, this unique positioning allows for both breathtaking sunrises and stunning sunsets, delivering an experience few properties can match. Bordered by a protected bird sanctuary and neighboring Curry Hammock State Park, the property enjoys approximately 90 acres of natural buffer, providing unmatched seclusion, serenity, and no highway directly behind you. A rare building right is already in place, giving you the opportunity to build a custom luxury estate or private retreat without delay. Allowing 7-day rentals, the property offers tremendous flexibility for both personal use and income potential. A concrete seawall lines the waterfront, offering solid shoreline protection and excellent boating potential. With direct Gulf access and wide-open views, it's a dream setting for boating enthusiasts and nature lovers alike. Conveniently located just minutes from Marathon International Airport, this property combines privacy, accessibility, and the natural beauty of the Florida Keys. Opportunities like this are few and far between—don't miss your chance to create a legacy estate in one of the Keys' most peaceful and pristine locations.

56185 Overseas Hwy, Marathon

$740,000
3 Beds ⋅ 2 Baths ⋅ 611676 MLS
Currently there is a very low inventory of Above Flood Homes in the city of Marathon priced below $800k. When you consider most lots range from 6k to 7k sqft, you quickly realize this recently updated Above Flood Home located in a quiet neighborhood in Grassy Key across from waterfront is a true rarity as it sits on a 15,000 sqft corner lot with mature landscaping throughout. Yes you read that right, a 15,000 sqft lot, which is double the size of a typical lot. The home is 1344 sqft living via a split open Floorplan and recent improvements include Hardie Board Siding with New Exterior Paint, a Metal Roof, Spray Foam attic insulation, a New A/C in 2021, a Newly Painted Concrete Slab below the home, that offers plenty of space to park your vehicles, a Large Covered Front Porch, a partial Fenced section of the Property with a Newly constructed Fire Pit area to relax and enjoy the peaceful surroundings. There is plenty of room on the property to store multiple boats, a RV, etc. Step inside and you will find upgraded 12x24 Wood Plank Tiles, Brand New Carpet in the Living Room and each of the Bedrooms, New Interior Paint, an Upgraded Kitchen with Raised Panel Wood Cabinets with Crown Molding & a Free Standing Pantry, Quartz Countertops, Stainless Steel Appliances, LED Recess Lighting. Both baths have updated Vanities with easy maintenance Fiberglass Showers. There is even a fully functional laundry room just off of the Kitchen. Step back outside and walk the property and you will quickly realize just how special and rare this is. Being in Marathon, weekly vacation rentals are allowed, and this home is Rent Ready. Less than a mile walk to Sunset Bay Park which offers glorious sunset views with a pier that leads to a kayak launch. Be sure not to miss out on the opportunity to own such a charming home and property in the fabulous Florida Keys!

398 Guava Ave, Marathon

$3,800,000
3 Beds ⋅ 5 Baths ⋅ 612834 MLS
Nestled on a secluded 2-acre lot in Grassy Key, Marathon, this gated waterfront estate boasts 4,000 sq. ft. and is highlighted with a ton of amenities including two docks, 4 post boat lift, private sandy beach and an infinity-edge elevated pool blending seamlessly with the gulf and featuring a built-in table and chairs for relaxing or entertaining. Expansive covered areas by the pool offer shaded spots for lounging and has direct access to the living areas. Double entry doors with intricate carved wood details welcome you into a light-filled home. The open-concept living area is graced by large windows and sliding glass doors that frame panoramic views and create a seamless connection between indoors and outdoors. A striking marble fireplace serves as the focal point. Every element of this home reflects thoughtful design, from the impact-rated doors and windows, in-house elevator plus marble floors, exquisite cabinetry, and refined finishes enhancing the home's timeless appeal. The main kitchen is a chef's delight, featuring granite countertops, two wine coolers, and abundant cabinetry. A cozy dining nook encased in windows offers stunning gulf views, creating the perfect setting for every meal. The primary suite is a sanctuary of luxury, featuring panoramic gulf views, a two-sided fireplace, and direct access to the pool. The en-suite bathroom offers a private sauna, jetted tub, walk-in shower, and makeup counter, creating a spa-like retreat. The guest quarters are designed for comfort and independence, offering a morning kitchen and two guest suites. Each suite includes its own en-suite bathroom and generous closet space, ensuring privacy and convenience for visitors. The large office can also serve as a 4th Bedroom. Additional amenities include a home theater room complete with reclining seats and bar plus an oversized 3-car garage with lift.

58213 Morton St, Marathon

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