Marathon Homes with Pool

Marathon Homes with Pool

Welcome to Marathon, Florida – a hidden gem nestled in the heart of the Florida Keys! This vibrant city, located in Monroe County, is renowned for its stunning natural beauty, warm tropical climate, and laid-back island lifestyle. With its picturesque waterfront views, vibrant coral reefs, and lush landscapes, Marathon is a paradise for outdoor enthusiasts and those seeking a tranquil retreat.

One of the standout features of homes in Marathon is the abundance of properties with pools. Imagine stepping out of your beautifully designed home to dive into your own private oasis. Whether you’re hosting a summer barbecue or enjoying a quiet evening under the stars, having a pool at your home elevates the experience of living in this tropical paradise. Many of these homes are designed with outdoor living in mind, featuring spacious patios and decks, perfect for soaking up the sun or entertaining friends and family.

Marathon is not just about beautiful homes; it's also about community. The city boasts a variety of local shops, restaurants, and recreational activities that cater to all ages. From world-class fishing and boating to exploring the nearby national parks and wildlife refuges, there's never a shortage of adventure here.

If you’re looking for a home that combines luxury, comfort, and the quintessential Florida lifestyle, Marathon is the perfect destination. Dive into your dream life in a home with a pool, surrounded by the stunning beauty of the Florida Keys. Come explore what makes Marathon not just a place to live, but a way of life!

Newest Marathon Homes with Pool

$16,000,000
4 Beds ⋅ 3 Baths ⋅ A12069701 MLS
Own an entire private island in the Florida Keys, just ¼ mile offshore from Marathon! East Sister Rock Island offers extraordinary privacy surrounded by turquoise waters, yet is only minutes from the mainland. The property encompasses approx. 6.5 acres, including approx. 5.8 acres of surrounding seabed, creating an exceptional marine setting for snorkeling, swimming, kayaking, paddleboarding, fishing and watersports. The beautifully updated 3-bedroom, 2-bath main residence and detached guest house offer over 5,000 total SF of living and entertaining space. Recent renovations include an updated kitchen with gorgeous countertops and modern finishes. A 12-ft-wide wraparound veranda captures panoramic water views, sunrises and spectacular Keys sunsets. Amenities include a waterfront pool and spa, tropical landscaping, outdoor entertaining areas, and a 100-ft deep-water dock. Self-sufficient infrastructure includes solar and wind power, battery storage, backup generator, desalination system and freshwater cistern capacity. Private helipad provides additional access. Seller is open to select Joint Venture opportunities.

1 E Sister Rck Island, Marathon
$27,500,000
9 Beds ⋅ 10 Baths ⋅ A12067078 MLS
One of the Florida Keys' most significant newly completed trophy estates, now making its market debut fully completed and never occupied. This one-of-a-kind waterfront residence offers 18,736 SF of interior living space and more than 29,000 SF under roof on approximately 1.72 acres with 200 feet of ocean frontage. A property of this scale, quality and waterfront presence has become exceptionally difficult to replicate under today's development environment, making it as irreplaceable as it is exceptional. Designed for the most discerning owners, the estate features 9 bedrooms, 9.5 bathrooms, a detached guest residence, private elevator, 9-car garage, and an extraordinary indoor-outdoor living experience highlighted by a newly completed 100-foot infinity-edge pool, separate beach-entry pool, and expansive waterfront terraces, unveiling an outdoor environment never before presented to the market. Included in the offering is a deeded 60-foot boat slip at a nearby marina, located approximately two minutes from the residence, providing immediate access to world-class boating and fishing. Marathon International Airport is approximately five minutes away, allowing seamless arrival by private aircraft. Contemporary architecture, exceptional craftsmanship, absolute privacy, and one of the most exclusive waterfront settings in the Florida Keys define this truly irreplaceable trophy estate. One of the Florida Keys' most significant newly completed trophy estates, presented fully completed and never occupied. Situated on approximately 1.72 acres with 200 feet of ocean frontage, this extraordinary residence represents a level of scale, quality and waterfront presence that has become exceptionally difficult to replicate under today's development environment in the Florida Keys.Offering approximately 18,736 square feet of interior living space and more than 29,000 square feet under roof, the residence has been thoughtfully designed to deliver an exceptional indoor-outdoor lifestyle while maintaining the highest standards of privacy, craftsmanship and contemporary architecture.Highlights include 9 bedrooms, 9.5 bathrooms, a detached guest residence, private elevator, garage with nine doors, a spectacular 100-foot infinity-edge pool, beach-entry pool and expansive waterfront terraces designed for entertaining and enjoying the Florida Keys lifestyle.The property also includes a boat slip at nearby Marina, located approximately two minutes from the residence, while Marathon International Airport is approximately five minutes away, offering exceptional convenience for owners and guests arriving by private aircraft.Property Highlights• Newly completed and never occupied• Approximately 18,736 SF interior living area• More than 29,000 SF under roof• Approximately 1.72-acre waterfront estate• Approximately 200 feet of ocean frontage• Detached guest residence• Private elevator• Garage with nine doors• 100-foot infinity-edge pool• Beach-entry pool• Boat slip included• Marathon International Airport approximately five minutes away• Contemporary architecture• Exceptional craftsmanship• Designed for privacy, entertaining and the Florida Keys lifestyleAvailable Upon Request• Floor Plans• Survey• Property Presentation• Professional Photography• Cinematic Video• Drone Footage• Additional Property DocumentationPlease contact the Listing Agent for additional information, property presentation, supplemental documentation and private showing arrangements.This is not simply a luxury residence—it is a trophy asset in a market where opportunities to create comparable waterfront estates have become exceptionally limited

2405 Coco Plum Drive, Marathon
$629,000
3 Beds ⋅ 2 Baths ⋅ A12063421 MLS ⋅ Puerta Del Sol BLDG.
Charming 3-bedroom, 2-bath elevated home in the heart of Marathon. This beautifully maintained property captures the relaxed island lifestyle with open living spaces, vaulted ceilings, and coastal finishes throughout. Enjoy outdoor living under the covered entertaining area complete with lounge seating, dining space, bar, and grill. The low-maintenance yard features tropical landscaping, plenty of parking, and room for a boat or trailer. Perfect as a vacation home or full-time residence, located minutes from beaches, marinas, and local dining. Live the Keys dream!

230 66th Street Unit Ocean, Marathon
$1,850,000
3 Beds ⋅ 3 Baths ⋅ A12061248 MLS
Rare Florida Keys boater's paradise on the golf course! This Marathon waterfront gem offers deep, wide canal access with direct routes to the Gulf and Atlantic, plus a 100-ft composite dock outfitted with a fish cleaning station, 12,000 lb boat lift, and 5,000 lb davit — bring the yacht, the sportfish, and all the toys. Enjoy front-row views of the Florida Keys Country Club golf course, just minutes from Sombrero Beach, the crown jewel of Marathon's beaches.Outdoor living is unmatched: a heated 26' x 13' pool, screened porch, fully equipped outdoor kitchen, and outdoor shower create the ultimate entertaining setup year-round. The oversized 6" reinforced concrete driveway with rebar is engineered to handle heavy equipment, trailers, or yacht storage with ease.Inside, impact windows and doors provide peace of mind and efficiency throughout. A convenient downstairs half kitchen adds flexibility for guests or multigenerational living, complemented by a legal downstairs enclosure — rare, permitted living space that adds real value.Golf course views, beach proximity, and true yacht-ready waterfront — this Keys property checks every box. Schedule your private showing today!

2557 Sombrero Boulevard, Marathon
$899,000
3 Beds ⋅ 3 Baths ⋅ A12057185 MLS
Welcome to your dream escape in the Florida Keys. This spacious 3-bedroom, 3-bath oceanfront townhome in the highly sought-after Bonefish Yacht Club Townhomes offer the perfect blend of coastal and laid-back island living. Set within an intimate marina community of just 34 residences nestled among lush tropical landscaping, this home feels both private and resort-like and also conveys with a deeded boat slip in Bonefish Marina (B-34). Enter through the foyer and up to two levels of open living, with 1,769 sq. ft. thoughtfully oriented for comfort, water views, and easy entertaining. The chef's kitchen features generous cabinetry, ample counter space, and an inviting eat-in island that flows seamlessly into the main living area, where sliding glass doors open to a spacious waterfront balcony overlooking the Key Colony Channel. The primary suite is a serene retreat with its own private balcony, walk-in closet, and ensuite bath, while two additional bedrooms offer flexible space for guests, family, or a home office, each with access to well-appointed baths. On the ground level, a private garage and generous storage provide the perfect place for fishing gear, paddleboards, and all your Keys lifestyle essentials. Residents enjoy a temperature-controlled pool, expansive sun deck, tiki lounge with wet bar, tennis and pickleball courts, and a private sandy beach. New roof in 2023 and new A/C in 25 with 12 year warranty.

95 Coco Plum Dr & Slip B-34 Unit 4, Marathon
$3,650,000
4 Beds ⋅ 4 Baths ⋅ A12056681 MLS
Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key with expansive water views, white sand beach, and a true resort-style experience in the Florida Keys. An exceptional investment opportunity, Casa Feliz is a strong producing vacation rental with rental history and future bookings already in place. Set on over 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, this exceptional estate is designed for both relaxation and entertaining. An observation pier invites kayaking, paddleboarding, fishing, and endless enjoyment of marine life, while the unique orientation captures both breathtaking sunrise and sunset views over the water, a rare and coveted feature in the Keys. Outdoor living is elevated with a resort-style saltwater pool featuring cascading waterfalls, spillover spa, and fully equipped poolside cabana complete with wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit create the ultimate setting for entertaining or unwinding beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was thoughtfully redesigned to maximize sweeping ocean views from nearly every room. Offering four custom bedroom suites, each with private en-suite bath, the home comfortably accommodates guests in luxury.

58652 Overseas Highway, Marathon
$7,495,000
5 Beds ⋅ 4 Baths ⋅ A12060805 MLS
Nestled on the exclusive private gated island of Sunrise Isles in Marathon, Florida Keys, this magnificent 2019 oceanfront estate redefines luxury living. One of only 20 residences within this secure island enclave, it offers an exceptional blend of privacy and the serene beauty of the Keys.This exquisite 5-bedroom, 4-bathroom residence spans approximately 3,500 square feet of crafted living space designed to capture breathtaking ocean views. The open-concept single-level floor plan seamlessly connects gourmet kitchen, dining, and living areas, while floor-to-ceiling windows flood the home with natural light. Each bedroom features an en-suite bathroom, while the primary suite offers panoramic ocean views and a spa-inspired bath.Impact-resistant sliding glass doors open to approximately 700 square feet of covered terrace, creating exceptional indoor-outdoor living. Set on over 32,000 square feet of waterfront property, the estate boasts 110 feet of sandy beachfront and an additional 110 feet of protected canal dockage with two custom boat lifts and an L-shaped synthetic dock, providing effortless access to open water.Outdoor amenities include a resort-style pool with water features, creating the perfect island retreat for entertaining or relaxing. Just ½ mile from Sombrero Beach and minutes from shopping, dining, and Marathon Airport, this extraordinary Sunrise Isles estate presents a rare opportunity to own one of the Florida Keys' finest luxury oceanfront residences.

108 Sunrise Drive, Marathon
$2,100,000
4 Beds ⋅ 2 Baths ⋅ B26053283 MLS ⋅ Sombrero Beach BLDG.
4/2 renovated waterfront home boasts private pool-new cutting edge technology (heater/chiller) for your enjoyment all year long, boat slip for vessels up to 50 ft. & parking! A TikiHut custom bar for making and enjoying libations al fresco. A tropical tree shaded fire pit area only steps from Award Winning Sombrero Beach. Mature vegetation that produces delicious coconuts, mouth watering mangoes & sea grapes for artisanal jelly production. A renovated Kitchen ideal for a cook's delight that features state of the art Cafe Appliances for all your culinary creations. This location is private, enclosed and parcel is ideal for expansion. Hurricane Impact Glass for safety. Home has been a successful vacation rental and is now available furnished and turn key. Location! Location! Location!

309 W Calzada De Bougainvillea, Marathon
$464,950
2 Beds ⋅ 2 Baths ⋅ A12027597 MLS
Welcome to one of the most compelling lifestyle opportunities in the Florida Keys. Perfectly positioned within one of Marathon’s most vibrant & amenity rich, waterfront communities, this beautifully appointed 2 bedroom, 2 bath residence offers the ideal blend of island living, convenience, and value; without the traditional Florida Keys price tag. From the moment you arrive, the setting feels elevated, vibrant and unmistakably island inspired. Ideally situated within the community offering beautiful open water views, this residence enjoys a premier location with sweeping vistas from the top-level balcony, perfect for morning coffee or sunset cocktails. Inside, the light-filled interior features a stylish granite and stainless-steel kitchen, central air, interior laundry, and thoughtfully designed living spaces. Enjoy covered parking, under-home space, and easy access to the dock and waterfront gathering areas. Resort-style amenities include a beautiful pool, kayak launch, fire pits, outdoor kitchen, sun deck, and community lounge spaces. Walk, bike, or golf cart to waterfront restaurants, bars, live music, kayak and jet ski rentals, the iconic Seven Mile Bridge, and the scenic pedestrian bridge.$22,500 in secured rental income already in place for 2027. One of the most affordable newer construction opportunities in the Keys offering this level of lifestyle, amenities, and location.Please note: ownership is subject to monthly lot rent.

101 11th Street Ocean, Unit lot 13, Marathon
$29,500,000
10 Beds ⋅ 13 Baths ⋅ A11977067 MLS
A Private Waterfront Estate at The Edge of the Gulf of America. Set on 3 secluded acres+/- along one of the mostprotected 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 propertyoffers more than 200’+/- of direct water frontage and uninterrupted views across the open Gulf. Completed in2025 by builder and developer Alderuccio Corporation, this resilient, elevated retreat is constructed entirely ofconcrete and impact glass and is designed for effortless indoor–outdoor living. With three distinct finished livingspaces 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.

57783 Morton Street, Marathon
$1,499,999
4 Beds ⋅ 3 Baths ⋅ A11973480 MLS
Beautifully situated in iconic Sombrero Beach, this open-water retreat showcases breathtaking ocean views with ever-changing shades of turquoise and deep blue. Offering 4 bedrooms and 3 bathrooms, the home is filled with charm and coastal character. A covered lanai provides the perfect setting for outdoor dining and relaxation, while the upstairs sun deck invites you to soak in sweeping water views and refreshing sea breezes. The spacious outdoor area is ideal for entertaining or simply unwinding in your own private oasis.Located in a golf-cart-friendly, you can easily bike or walk to the grocery store and several of Marathon’s top restaurants—making this one of the most desirable areas in the Keys. Just a quarter of a mile away, you’ll also find a local golf course, adding even more recreational appeal right at your doorstep. Enjoy community gatherings at Sombrero Beach, including the famous Fourth of July celebration and fireworks. Weekly vacation rentals are permitted, offering excellent flexibility and income potential. Whether you're looking for a luxury vacation retreat, an income-producing property, or a full-time island residence, this is more than a home — it’s a lifestyle.A rare opportunity in one of Marathon’s most sought-after neighborhoods, where privacy, panoramic ocean views, nearby golf, and the relaxed island lifestyle blend seamlessly. No Association.

227 Sombrero Beach Road, Marathon
$3,475,000
5 Beds ⋅ 6 Baths ⋅ A11886591 MLS ⋅ Oasis By The Bay BLDG.
Luxury 5-Bedroom Waterfront Home in the Florida Keys 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, orinvestment property, this home delivers the ultimate Keys lifestyle—luxury, relaxation, and adventureright at your doorstep.

990 41st Gulf 9 Street, Marathon
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