Refine Search
Sort by
9300 Overseas Hwy, Marathon
$22,000,000
5 Beds ⋅ 9 Baths ⋅ 612998 MLS
Discover the crown jewel of the Florida Keys. This extraordinary seven-acre oceanfront estate defines luxury, offering private ocean frontage and unmatched tropical serenity. From the moment you pass through the gated entrance, find yourself immersed in a world of elegance, privacy, and unparalleled amenities. A timeless Chicago brick-paved driveway winds gracefully along the lush rain forest and fruit orchard, leading through the grand Palm Alley to the heart of the estate, setting the tone for the tropical oasis that awaits. The custom-designed 5,600+/- sq. ft. main residence by D'Asign Source showcases architectural brilliance and exquisite craftsmanship. A separate 2,999 sq. ft. guest house includes its own kitchen, multiple bathrooms, workshop, and spacious living areas, making it ideal for hosting guests or staff. The resort-style pool features waterfalls, waterslide, a Tahitian-style river, an expansive spa, a swim-up tiki bar, and a tiki village. Private bedroom balconies provide direct access to this stunning pool, making it perfect for tranquil escapes and lavish entertaining. Boating enthusiasts will love the private marina, boat ramp, and charming bait shack, offering instant access to the world-famous Florida Keys fishing and boating. Inside, the estate is designed to impress, featuring a gourmet kitchen, opulent guest suites with private balconies to the pool, and a luxurious movie theater. The primary en-suite dazzles with a spa-like sanctuary, ensuring every moment here is extraordinary. Beyond the elegance, this estate is built for durability, with impact-resistant windows and doors, generator, and cistern. Enjoy expansive porches, multiple garages, and carriage house. Experience the pinnacle of Florida Keys living—where luxury, tranquility, warmth and prestige come together in perfect harmony

9300 Overseas Hwy, Marathon

126 Calle Ensueno, Marathon
$7,400,000
7 Beds ⋅ 7 Baths ⋅ 611505 MLS
Welcome to your private paradise on prestigious Sombrero Isle with NEW PRICE ADJUSTMENT on vacant platted lot 13! The waterfront adjacent vacant lot 13 is now available at $1.7M, no interest for 2 years, $10K a month principle payment on lot bringing the reduced price for 1.5 acre estate to $7.5M for platted lots 13, 14 and 15. This luxurious 1.5-acre, resort-style estate on 3 platted lots boasts 500 feet of prime water frontage, offering endless possibilities: preserve as a private oasis, subdivide, or build an additional home. With immediate access to the Atlantic Ocean, this estate is perfect for fishing, diving, and boating. The private concrete boat basin accommodates vessels up to 60 ft., with a newly installed 28,000-pound boat lift and 10,000-pound jet ski lift, making it a boater's dream. The open and airy interior features vaulted ceilings, spacious hallways, and natural light throughout. Nearly every room offers stunning water views. With 7 bedrooms and 7 bathrooms, the home is perfect for hosting guests or generating substantial vacation rental income. Outdoors, enjoy the newly renovated saltwater pool and spa, lighted tennis court, peaceful palm grove, and lush tropical landscaping. A modern in-house gym and private guest quarters add convenience and luxury. Designed for security and self-sufficiency, the home features hurricane-rated windows and doors, a whole-house generator, a large cistern, and a state-of-the-art ADT security system. Located just one block from Sombrero Beach, this estate offers the perfect blend of tranquility and accessibility. With Marathon Airport only minutes away, you can easily fly into this tropical paradise or enjoy a scenic drive along the iconic Overseas Highway. This premier estate embodies the best of the Florida Keys lifestyle, combining modern amenities, timeless elegance, and an unbeatable location. Don't miss this rare opportunity to own a piece of paradise with this one-of-a-kind sanctuary.

126 Calle Ensueno, Marathon

126 Sunrise Dr, Marathon
$5,650,000
5 Beds ⋅ 4 Baths ⋅ 618754 MLS
* JUST COMPLETED OCTOBER 2025 * * SELLER FINANCING AVAILABLE * Nestled on the exclusive private gated island of Sunrise Isles in Marathon, Florida Keys. This magnificent new construction oceanfront estate redefines luxury living. With only 20 residences on this private island, you'll experience a rare blend of privacy and community, surrounded by the serene beauty of the Keys. This exquisite 5-bedroom, 4-bathroom residence spans approximately 3,500 square feet of meticulously crafted living space, designed to capture stunning ocean views from every angle. The open-concept single floor plan seamlessly connects a gourmet kitchen, spacious dining, and living areas, with floor-to-ceiling windows that flood the home with natural light and offer unobstructed views of the Atlantic. Each bedroom is designed with an en-suite bathroom for the utmost privacy and your own private morning bar complete with led lighted sleek counter space and a discreet built-in refrigerator ideal for savoring fresh coffee, chilled champagne, or a midnight treat without ever leaving your suite. While the primary suite serves as a luxurious retreat with panoramic ocean views and a spa-inspired bathroom. Set on over 20,000 square feet of prime waterfront land, the property features 110 feet of sandy beach oceanfront shoreline and an additional 110 feet of protected dockage along a private canal ideal for boating enthusiasts seeking convenient, safe access to open waters. Outdoor amenities include a resort-style pool with water features and a relaxing jacuzzi, creating a true island oasis for entertaining or unwinding. This one-of-a-kind property in Sunrise Isles is the ultimate Florida Keys sanctuary, where privacy, luxury, and coastal beauty come together in perfect harmony. Just 1/2 mile from stunning Sombrero Beach, Shopping, Dining and the Marathon Airport within a few miles of the home. Don't miss the rare opportunity to own your piece of paradise in beautiful Florida Keys.

126 Sunrise Dr, Marathon

57121 Morton St, Marathon
$5,200,000
4 Beds ⋅ 5 Baths ⋅ 614065 MLS
Morton Manor is a timeless estate nestled along the Gulf's bay waters, evoking a sense of simpler times. This boat basin is truly unique, offering not just protection from wind and waves with it's jetties, but also accommodating 4 to 5 large vessels, from spacious center consoles to sportfish boats, thanks to its 8' depth. The home offers a resort-like experience reminiscent of the Caribbean, complete with amenities such as a sauna, a stunning bar and game room, a heated pool, and a private beach. This expansive, ground-level residence boasts 4 bedrooms, 4 bathrooms, a two-car garage, exposed wood beam ceilings, and a workshop. For those passionate about boating and seeking relaxation, Morton Manor is the ideal retreat.

57121 Morton St, Marathon

114 Calle Ensueno, Marathon
$4,950,000
4 Beds ⋅ 5 Baths ⋅ 617298 MLS
Casa De Artista is a rare luxury estate in the exclusive community of Sombrero Isle. Set on more than an acre with 415 feet of waterfront, this property combines privacy, elegance, and the ultimate Florida Keys lifestyle. With only 27 homes on the island and Sombrero Beach just one block away, the location is both secluded and highly desirable. Extensively renovated by D'Asign Source in 2016, the 4,649 sq. ft. main residence offers 4 bedrooms and 3.5 baths. The open-concept living and dining areas feature stunning tongue-and-groove ceilings, while the chef's kitchen showcases premium appliances, dual wine refrigerators, and double islands designed for entertaining. Expansive sliding glass doors connect to a waterfront patio with outdoor kitchen, beverage coolers, and resort-style ambiance. The grounds are landscaped with exotic palms and feature a pool with spa, and deep-water dockage. For boaters, two lifts (24K and 5K) and an 86-foot dock provide direct access to world-class fishing and diving. A 299 sq. ft. detached artist studio with half bath offers flexible use as a creative retreat or guest space. Additional highlights include a 5,176 sq. ft. garage and storage level, ideal for vehicles, boats, and equipment. Just 10 minutes from Marathon Airport and offering strong weekly rental potential, Casa De Artista is a true trophy property and one of Sombrero Isle's most exceptional estates.

114 Calle Ensueno, Marathon

810 39th St, Marathon
$4,500,000
5 Beds ⋅ 5 Baths ⋅ 617129 MLS
LOCATION LOCATION LOCATION DIRECTLY ON THE GULF OF AMERICA! Welcome to 810 39th Street Gulf, a stunning new 2024 Gulf-front home in Emerald Flats, an exclusive gated community of just 18 residences. Built by the Keys' premier builder D'Asign Source, this three-story concrete block home with concrete subfloors combines strength, design, and luxury in every detail. Featuring 5 bedrooms and 5 baths, this residence offers a bright open layout with panoramic Gulf views through walls of glass. The private elevator connects all levels, and the interior showcases a chef's kitchen with premium appliances, quartz counters, and a full wet bar for effortless entertaining. The outdoor space is pure paradise with a resort-style pool, hot tub, and sunshelf, all positioned perfectly to enjoy both sunrises and sunsets from the home's ideal north-facing exposure. Boaters will love the private 50' boat slip with deep-water access, plus additional slips available if needed. The expansive garage and tackle area provides ample storage and includes an industrial refrigerator and freezer, ideal for fishing and boating enthusiasts. The home also offers three washers and three dryers, lockable owner's closets, and a proven record as a profitable vacation rental, with future bookings that can be retained or released by the buyer. Designed and built for low-maintenance, luxury coastal living, this home combines elegant finishes, enduring construction, and unmatched functionality. Whether as a primary residence, family retreat, or high-performing investment, 810 39th Street Gulf delivers the ultimate Florida Keys lifestyle—new construction, deep-water access, and breathtaking open-water views in one of Marathon's most desirable Gulf-front settings.

810 39th St, Marathon

116 Ave G, Marathon
$4,495,000
5 Beds ⋅ 5 Baths ⋅ 618476 MLS
Nestled within the coveted Coco Plum neighborhood, this remarkable estate epitomizes luxury waterfront living in the heart of the Florida Keys. Meticulously crafted by D'asign Source, this custom home boasts an unparalleled blend of sophistication, comfort, and functionality while also offering some of the best deep-water boating in the Keys from 110' of canal frontage and rare deeded canal bottom. Upon arrival, the estate captivates with its generous private lot and meticulously manicured flora. Renovated to perfection in 2024, the main house and new addition guest house seamlessly integrate modern amenities with tasteful seaside decor. Inside, the spacious open floor plan and towering cathedral ceilings give way to a wall of windows overlooking a generous deck and pool below. A gourmet kitchen is outfitted with top-of-the-line Sub Zero, Wolf, and Miele appliances, quartz countertops, and a walk-in pantry, and a 450-bottle walk-in wine closet with independent climate control caters to the discerning oenophile. After dining, retreat to the primary suite, where a balcony offers breathtaking views of the tranquil pool deck and canal below. Enjoy expansive outdoor living spaces, where a heated and chilled saltwater pool awaits alongside an aptly outfitted outdoor kitchen, providing the perfect setting for alfresco dining and soirées under the stars. 80' of new dockage with dolphin cluster pilings to accommodate up to a 90' yacht plus a new 20K pound lift all on a 200' wide canal with 6' control depth yields unrivaled large vessel access to both the Atlantic Ocean or the Gulf. An outdoor shower provides a refreshing respite after a day on the water. 3 separate garages afford parking in excess of 4 vehicles, and storage for an abundance of toys and tools. 45 KW Generator to power the entire house with 1,000 gallon propane tank. Owner occupied and never rented this Coco Plum Estate offers a rare opportunity to indulge in the quintessential Florida Keys Lifestyle.

116 Ave G, Marathon

14 E Ocean Dr, Marathon
$4,100,000
4 Beds ⋅ 5 Baths ⋅ 618994 MLS
Nestled in an exclusive gated neighborhood, this magnificent, 4 bedroom, home offers the pinnacle of Keys living! Step inside to discover a spacious living area that is perfect for entertaining, with breathtaking ocean views visible from every angle. The main floors covered porch is an ideal spot for savoring morning coffee or evening cocktails enjoying the sunset as the day winds down. The upscale kitchen is a masterpiece, featuring stunning quartz counters, a large island and breakfast bar with seating and white cabinets. Elite Jenn-Air appliances, including a refrigerator, induction range, oven, microwave, dishwasher, ice maker, and wine cooler, make this kitchen a culinary dream. The upstairs master suite is a private retreat, featuring large windows that offer panoramic views of the Atlantic Ocean views. This serene space includes a spacious walk-in closet and an en-suite luxury bathroom, creating a perfect sanctuary. The home also boasts 3 guest rooms, each with large walk-in closets and luxurious bathrooms, providing comfort and privacy for family/guests. The outdoor oasis is designed for ultimate relaxation and entertainment, featuring a pristine pool, plenty of pool and ocean side seating, cozy fire pit, refreshing outdoor shower, a gazebo and a fully-equipped outdoor kitchen, complete with a gas grill and refrigerator. The dock, equipped with a 12K boat lift, provides direct access to fishing, diving, sand bar excursions and sunset cruises making this a boater's paradise! The home offers plenty of parking. There is a single car garage and a two car garage. The two car garage is currently utilized as a game room, adding an extra layer of entertainment. Situated in the heart of Marathon, this home is perfectly located to enjoy all the amenities and attractions the area has to offer. You are within walking distance to Sombrero Beach! This exceptional property in the Florida Keys is truly an unique and desirable residence.

14 E Ocean Dr, Marathon

2125 Ave H, Marathon
$3,999,999
5 Beds ⋅ 4 Baths ⋅ 619529 MLS
Completely remodeled in 2024 by The Design Center, this 5 bedroom, 4 bathroom luxury waterfront residence sits on a private gated corner lot in Coco Plum with over 373 feet of water frontage and quick access to the Atlantic Ocean. Located at the end of a quiet street, this property offers exceptional privacy, boating convenience, and high-end coastal living. The open-concept interior features designer finishes, custom lighting, new flooring, a luxury kitchen, and a spacious layout ideal for entertaining. The primary suite overlooks the water and includes a beautifully appointed bath and walk-in closet. Offered fully furnished, this home delivers a turn-key lifestyle. Outdoor living is exceptional with a brand new 13' x 30' concrete pool with attached spa, new equipment, and a Viking outdoor kitchen. With impact-resistant windows and doors, this home was designed for style, comfort, and peace of mind. Boaters will appreciate the deep-water dock, quick ocean access, and a 20,000 lb boat lift. A rare find in the Keys, the property also includes a 2-car garage, 1,200 sq ft of enclosed storage, covered carport, and parking for 5 vehicles plus a 40 ft trailer turnaround. Features: $1.5M+ high-end renovation (2024) 373+ ft of canal frontage, fast ocean access 5 bedrooms, 4 bathrooms Primary suite with water views Fully furnished New pool & spa Viking outdoor kitchen Impact windows & doors Gated corner lot at end of street 2-car garage + 1,200 sq ft storage Boat lift permit in place Space for vehicles, boat, and trailer 7-day vacation rentals permitted A rare opportunity to own a modern waterfront estate in Coco Plum.

2125 Ave H, Marathon

2010 Sombrero Beach Rd, Marathon
$3,850,000
4 Beds ⋅ 4 Baths ⋅ 612704 MLS
Welcome to 2010 Sombrero Beach Rd. This contemporary oceanfront luxury home awaits you. Custom construction in 2016 this concrete home offers spacious elegance with unparalleled oceanfront views and a premier location just steps from Sombrero Beach and direct Atlantic Ocean access. The property is fenced with lush tropical landscaping, heated pool and spa, covered parking and 50' of dockage. The interior is finished with exotic Brazilian quartzite, plank tiled flooring, custom cabinets, stone showers, elevator, and stainless steel appliance in a an open concept kitchen that would make any chef proud. Balconies are on each floor with open water views, as well as a rooftop deck that offers truly exceptional views. Enjoy the waterside entertaining area down by the pool when you're not out on the water. Call today for more information and to schedule your private viewing of this incredible Keys oasis.

2010 Sombrero Beach Rd, Marathon

58213 Morton St, 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

1000 68th St, Marathon
$3,750,000
6 Beds ⋅ 7 Baths ⋅ 617070 MLS
Florida Keys luxury redefined! Experience this newly constructed 2025 oceanfront masterpiece perfectly balancing coastal elegance, craftsmanship, and timeless design. With 6 bedrooms, 6.5 baths, and 3,102 sq ft under air plus 2,000+ sq ft of balconies, it offers seamless indoor-outdoor living framed by endless turquoise views. An elevated infinity-edge pool merges visually with the Atlantic beyond. Inside, a bright open floor plan captures light, air, and ocean vistas. The great room flows into a designer kitchen and dining area, creating spaces that feel both connected and serene. Each ensuite bedroom is a private retreat, beautifully scaled and positioned for comfort and privacy. See Documents Tab for a full list of luxury features. Furnished and appointed throughout showcasing ''Design by Lily,'' the interior blends beach-cottage warmth with sophisticated Keys luxury. Custom furnishings, curated color palettes, and natural textures create a refined yet welcoming aesthetic. Every detail--from driftwood-toned floors to sculptural fixtures--exudes coastal elegance. Built by a long-time Florida Keys contractor with decades of local expertise, construction was overseen daily by the owners to ensure perfection in every finish and structure. Nothing escaped their eye, and it shows in the integrity and grace of the final result. Outdoor living shines with multiple covered terraces for dining and lounging, the infinity pool reflecting the sea, and gentle breezes completing the ambiance. The 157' dock ending in a 32' L-shaped terminus is complete. Newly built, fully furnished, and ready for immediate enjoyment, this residence is a rare opportunity--an oceanfront sanctuary minutes from the Marathon airport's two FBOs. Whether a private retreat or luxury vacation investment, this property embodies comfort, craftsmanship, and coastal allure.

1000 68th St, Marathon

59720 Overseas Highway Unit 13, Marathon
$3,500,000
5 Beds ⋅ 5 Baths ⋅ 607874 MLS
Weekly rentals permitted! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering four and five-bedroom floor plans all with direct Atlantic Ocean views, a resort style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor you'll find the primary suite with luxurious spa bath and the option of two or three additional guest bedrooms. The homes are finished with high end KitchenAid appliances, waterfall quartz countertops, full height backsplashes, custom closets and much more. Additionally, SeaGlass Cove offers select upgrade options including, elevator/lift, exterior spiral staircase, summer kitchen, custom millwork and Wolf/Sub-Zero appliances. SeaGlass Cove is barefoot luxury at its best.

59720 Overseas Highway Unit 13, Marathon

803 39th St, Marathon
$3,475,000
5 Beds ⋅ 5 Baths ⋅ 619813 MLS
Luxury King Tides 5 bedrooms, 4.5 bathrooms, private home with deep water access. Seller credit towards boat slip of buyers choice. Multiple slips available to choose from. This home is located in the new gated neighborhood Emerald Flats built by one of the most premier builders in all of the keys D'Asign Source. You will LOVE this location, views, and sunsets off the spacious balconies (2) and backyard! As you walk into the front door you have an unobstructed view of the Gulf of America and private marina. The 2nd floor offers an open floor plan featuring the kitchen, dining room and living room that opens to the 2nd floor balcony. The kitchen has beautiful quartz counter tops that waterfall on the center breakfast bar/island. There is also an expansive locking pantry and lots of cabinet space for storage. The living area has a dry bar with detailed wood shelving, additional cabinets and wine fridge. The 3rd floor offers four bedrooms, two of which are primary suites one with an owners closet. Other bonuses of the third floor are balcony off of the primary suite, view of the gulf from the primary bathroom and shower, double washer and dryers, and desk area. The ground level offers a ''tackle room'' commercial sized ice maker & deep freezers to make fishing, boat or packing a cooler easy! An enclosed garage and a half bath are additional. The outdoor space has a ton of shaded space, travertine pavers, and astro turf area. The heated saltwater pool has an oversized sunshelf. Home is immaculate and finished with high end cookware and finishings. House comes furnished, turn key! Use as your primary residence or investment property! Potential to generate over $230k+ in income with personal use. Water softener included.

803 39th St, Marathon

1401 51st St, Marathon
$3,301,000
3 Beds ⋅ 3 Baths ⋅ 613880 MLS
Private Waterfront Estate in the Florida Keys This gated, one-acre estate offers the ultimate blend of privacy, nature, and waterfront living in the heart of the Florida Keys. Nestled among lush, mature tropical landscaping, the property feels like a secluded island retreat. As you pass through the gates, you are welcomed by a beautifully manicured paradise with a coral-cut shoreline, a firepit at the water's edge, and panoramic sunset views over the open water. Just offshore, two small uninhabited islands provide a unique opportunity for exploration. The 3-bedroom, 3-bathroom home is designed for comfort and indoor-outdoor living, with an open concept living room, kitchen, and dining area that seamlessly flows into multiple outdoor living spaces. The upper level includes two spacious bedrooms and two bathrooms, while the conforming lower level offers an additional bedroom, bath, sitting area, and a separate entrance—perfect for guests or an in-law suite. A tool/storage room on the ground floor adds to the convenience of this beautiful estate. The wraparound balcony that surrounds the entire home includes several screened-in areas, enhancing the flow of indoor-outdoor living. Updated with a new metal roof in 2024, the home features stainless steel appliances and breathtaking water views. The property boasts approximately 520 feet of shoreline and a custom dock, including an 84-foot by 4-foot dock with a 21-foot by 8-foot extension and a double floating dock for two jet skis—perfect for boating enthusiasts. Covered parking for four cars is available under the elevated home, with additional parking along the entrance way leading to a circular driveway. Set on three originally platted lots (12, 13, and 14), the property offers the flexibility to separate, redevelop, or keep as a private compound. Located just a short walk from fine dining, shopping, and more, this rare waterfront offering combines serenity, convenience, and endless possibilities.

1401 51st St, Marathon

8501 Overseas Hwy, Marathon
$3,250,000
619267 MLS
Commercial Vacant Land Opportunity - Prime Highway Frontage Exceptional development opportunity featuring approximately 231 feet of highway frontage in a highly visible location. Just under of 1 acre of cleared land, fully enclosed with privacy fencing and is ideally situated between 85th street and 86th street, directly across from Marathon Airport. The property is ready for development and includes an existing income-producing billboards with a flexible month-to- month lease. A rare added benefit is 128 feet of private boat dockage, offering direct Ocean access for personal use. This unique combination of commercial visibility, development readiness, and waterfront access makes it a standout investment opportunity.

8501 Overseas Hwy, Marathon

111 Brian Rd, Marathon
$3,250,000
4 Beds ⋅ 4 Baths ⋅ 618180 MLS
This exceptional bayfront estate offers architectural elegance, expansive living space, and the ultimate Florida Keys lifestyle. Set on over a quarter acre, the property features lush landscaping, raised gardens, and a resort-style pool with waterfalls. Approximately 120 feet of bayfront provides excellent dockage and direct access to open water. Behind a private gated entrance, an elevated circular driveway with a covered porte cochere leads to grand solid mahogany doors, immediately setting the tone for the craftsmanship found throughout the home. Inside, the impressive foyer features soaring cathedral ceilings, oak staircases and flooring, custom finishes, and expansive windows that fill the home with natural light and beautiful bay views. The main living level includes two bedrooms, a full bath, an additional half bath, and a dedicated laundry room, offering both comfort and functionality. The chef's kitchen is designed for entertaining with custom wood cabinetry, granite countertops, commercial-grade stainless steel appliances, and two islands, including a butcher block prep island with sink. The adjacent dining area overlooks the lower-level living and entertainment space, creating a seamless flow throughout the home. The lower level features a custom bar and pool table and opens through glass pocket sliding doors to a spacious screened porch with unobstructed bay views. Upstairs, the primary suite offers a private retreat with his-and-hers closets, en-suite bath, office area, and private deck access. An additional bedroom with full bath completes the upper level. The ground level includes a large two-car garage and a massive climate-controlled workshop, ideal for fishing and dive gear and supporting an active waterfront lifestyle. Offered fully furnished. Permit to build a 35 ft dock with 20,000 pound 4 post boat lift are already approved with DEP - buyer is able to modify plans as desired.

111 Brian Rd, Marathon

2000 Manor Ln, Marathon
$3,000,000
6 Beds ⋅ 5 Baths ⋅ 620733 MLS
Welcome to 2000 Manor Lane, an extraordinary coastal retreat positioned on an expansive double lot spanning 15,604 square feet. Offered fully furnished, this impressive 6-bedroom, 4.5-bathroom sanctuary boasts 4,230 square feet of beautifully renovated living space. You are greeted by a soaring two-story entry foyer, an elegant staircase, and elevator access. The spacious main floor boasts an expansive living area with a convenient half bath, one private ensuite bedroom, and two additional bedrooms sharing a full bath. The heart of the home is a massive, dedicated kitchen complete with quartz countertops, a large center island with seating, and an adjacent dining area that comfortably seats 10 guests. The upper level functions as a private 'family suite' featuring a kitchenette/coffee bar, an entertainment space, one ensuite bedroom, two additional bedrooms with a shared bath, and a private balcony overlooking the canal. Concealed dual-level laundry stations--one on each floor--complete the interior layout. Outdoors, your private waterfront setup includes approximately 45 feet of dockage and 150 feet of canal frontage, a floating jet ski dock, and a dedicated floating kayak or swim platform. Unwind around the pristine swimming pool, soak in the hot tub or gather under the brand new tiki hut. The rare double-lot footprint provides an abundance of parking with ample space for multiple vehicles, boat trailers, or an RV. Currently set up perfectly as a high-capacity weekly rental, this turn-key residence offers incredible income potential, a private Keys family compound, or the ultimate entertainer's haven. Rental agent projects $160-190K gross income annually.

2000 Manor Ln, Marathon

82 Tingler Ln, Marathon
$3,000,000
4 Beds ⋅ 4 Baths ⋅ 613169 MLS
Sprawling Sombrero Beach newly renovated retreat on an oversized lot with pool, private sandy beach and Open Water Views! Currently utilized as a successful vacation rental this home boasts loads of space and elevated amenities for a family or income-producing investment opportunity! An expansive dock allows for shallow draft boating, kayaking and paddle boarding adventures with ease, just minutes to excellent fishing and diving. Fillet your fresh catch at the convenient fillet station. Cool off after a day on the water in the in-ground pool, and enjoy a cocktail paired with stunning Sunset Views in the shade of a tiki hut from your private sandy beach! Inside, this home boasts two spacious floors with loads of room to relax and unwind. Downstairs, a generous guest bedroom and bonus room used as fourth bedroom are located just off of a sizable recreational room with access to a large covered porch and the sparkling pool beyond. Upstairs features gorgeous Open Water Views as the focal point of the open concept main living space. The newly designed kitchen features quartz counters, new cabinetry & appliances surrounded on all sides by walls of impact glass and Open Water Views, an ideal backdrop for cooking and entertaining. The well-appointed primary suite comes complete with walk-in closet, porch access, and new ensuite bathroom. An additional guest bedroom offers comfortable accommodation also with newly renovated en suite bathroom. The sprawling upstairs covered porch provides ample space for grilling and al fresco dining. Take in breathtaking views of the Open Ocean, beach, pool, and manicured yard from this breezy vantage point. Nestled on nearly half an acre, with lush tropical landscaping, this spectacular property feels tranquil and private while still just minutes to Sombrero Beach, fantastic restaurants, and grocery stores in town.

82 Tingler Ln, Marathon

78 Tingler Ln, Marathon
$3,000,000
3 Beds ⋅ 2 Baths ⋅ 616565 MLS
Nestled on the protected side of a peninsula within an exclusive gated private island, this exceptional waterfront estate captures the timeless spirit of Old Florida living. Built in 1954, the charming residence reflects classic Florida architecture and offers a rare opportunity to enjoy a piece of island history. Set on nearly an acre of tropical grounds with more than 400 feet of water frontage, the property offers unmatched privacy, panoramic views, and endless potential. Whether preserved as a nostalgic retreat or reimagined into a modern waterfront masterpiece, this estate provides a once-in-a-lifetime canvas for island living. Adding to its rarity, the property is being listed at the appraised land value alone, making it an extraordinary value in one of the island's most coveted locations. For those seeking the best of both worlds—Old Florida charm and prime redevelopment opportunity—this is truly a remarkable offering. Experience stunning sunsets and sweeping open-water views from this exceptional property. Overlooking pristine Sombrero Beach, you'll enjoy the perfect vantage point for the annual Fourth of July fireworks show. Whether relaxing on the water's edge or entertaining guests, this location offers a rare combination of natural beauty, privacy, year-round coastal breezes, and one of the most sought-after views in the Florida Keys. Newer windows and doors as well as accordion shutters offer additional protection. Minimal damage in hurricane Irma. Sellers have a current flood policy that could be assumable. Property consists of two lots that were combined for tax purposes. The lots could be separated for further development.

78 Tingler Ln, Marathon

59720 Overseas Highway Unit 11, Marathon
$3,000,000
5 Beds ⋅ 5 Baths ⋅ 617380 MLS
Weekly rentals permitted! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering four and five-bedroom floor plans all with direct Atlantic Ocean views, a resort style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor you'll find the primary suite with luxurious spa bath and the option of two or three additional guest bedrooms. The homes are finished with high end KitchenAid appliances, waterfall quartz countertops, full height backsplashes, custom closets and much more. Additionally, SeaGlass Cove offers select upgrade options including, elevator/lift, exterior spiral staircase, summer kitchen, custom millwork and Wolf/Sub-Zero appliances. SeaGlass Cove is barefoot luxury at its best.

59720 Overseas Highway Unit 11, Marathon

996 97th St, Marathon
$2,995,000
3 Beds ⋅ 3 Baths ⋅ 620754 MLS
Welcome to Angler's Horizon, an oceanfront retreat set on a rare point where breathtaking 180-degree Atlantic views, premier boating, and world-class fishing come together in one exceptional Keys home. Set on an oversized 13,665 sq. ft. lot, this elevated two-story residence offers 80 feet of ocean frontage and approximately 125 feet of protected concrete dockage on a government-maintained canal, providing a straight run to the Atlantic and legendary offshore fishing. Designed to embrace its remarkable surroundings, this 3-bedroom, 2.5-bath gated home captures sweeping water views from nearly every room. The moment you step inside, open-concept living spaces draw your eye to the endless horizon, seamlessly blending indoor and outdoor living. The spacious living area flows into an updated kitchen with granite countertops, abundant workspace, and Atlantic views-perfect for preparing the day's fresh catch. Just beyond, the covered balcony invites you to enjoy morning coffee, ocean breezes, and evenings overlooking the Atlantic. The main level features two bedrooms, a full guest bath, a powder bath, and dedicated laundry room. Upstairs, the private primary suite offers an en suite bath, walk in closet, private balcony, and breathtaking ocean vistas. Life at Angler's Horizon is centered around the water. From your 125 foot protected concrete dock, you're just minutes from the open Atlantic and some of the Florida Keys' most enjoyed fishing grounds. The oversized homesite offers ample room for a pool and outdoor entertaining, while the garage and covered lower level offer generous space for boats, trailers, fishing gear, and every Keys adventure. Located in the heart of Marathon with convenience of nearby shops, restaurants, Sombrero Beach, Marathon International Airport and the ocean steps from your back door. This is Angler's Horizon.

996 97th St, Marathon

359 Stirrup, Marathon
$2,950,000
3 Beds ⋅ 2 Baths ⋅ 614992 MLS
LUXURY OPEN WATER OASIS in Prestigious Stirrup Key. Welcome to your private island retreat in the exclusive, gated community of Stirrup Key. This elegant 3-bedroom, 2-bath home captures breathtaking open Gulf views from the moment you arrive—offering the quintessential Keys lifestyle with upscale comforts and serene surroundings. Perched on over 28,000 square feet of land, including an adjacent lot and a half-lot, this residence is designed for relaxation and entertaining. Soak in the vistas from the expansive upper-level balcony, watch boats pass by, or cool off in your private swimming pool. The open-concept interior features vaulted ceilings with coastal wood accents, creating a bright and airy ambiance that flows effortlessly throughout the living space. Wake up to water views from the primary suite, and enjoy seamless indoor-outdoor living with panoramic scenes from the living room. Boating enthusiasts will appreciate the two private boat slips—one equipped with a 7,000-pound lift and another perfect for a jet ski—plus an EZ-Dock for kayaks or paddleboards. Additional highlights include: - Multi-car garage with abundant storage - Elevator for easy access to the main living area -Spacious layout ideal for entertaining -Tasteful furnishings included for move-in ease Nestled within a 60-acre gated enclave, Stirrup Key offers privacy, security, and a strong sense of community—while being just minutes from fine dining, boutique shopping, the airport, and all the best of Marathon. Don't miss this rare opportunity to own a slice of paradise in one of the Keys' most coveted neighborhoods. 📍 Learn more about the Stirrup Key HOA at skhoa.com 📞 Schedule your private tour today.

359 Stirrup, Marathon

300 N Anglers Dr, Marathon
$2,862,000
4 Beds ⋅ 5 Baths ⋅ 620683 MLS
BRAND NEW CONSTRUCTION * LICENSED VACATION RENTAL WITH RENTALS IN PLACE FOR 2026 & 2027. Indulge in the art of refined coastal living in this brand new luxury waterfront residence, where timeless elegance meets modern design across four bedrooms and four and a half baths, thoughtfully crafted for both elevated comfort and effortless entertaining. Boasting an impressive 99 feet of composite dockage, this exceptional property invites carefree days on the water, while the resort-style outdoor setting captivates with a sparkling pool, a spa that transforms into a rejuvenating cold plunge, and a beautifully designed backyard finished with lush turf, elegant pavers, and full fencing for privacy. Inside, a spacious open concept living and dining area unfolds with impeccable attention to detail, highlighted by sophisticated champagne bronze finishes and stunning wood plank tile that flows throughout, creating a warm yet contemporary ambiance. A private elevator provides effortless access to every level, including the expansive 880 square foot enclosed lower level, designed as the ultimate entertainment retreat featuring a sleek wet bar and dual impact glass doors that open on demand to blend indoor and outdoor living in a truly dramatic fashion. Each bedroom serves as its own private sanctuary, complete with a luxurious ensuite bath, offering comfort, privacy, and a sense of exclusivity for both residents and guests alike. This is more than a home, it is a statement of lifestyle, where every detail has been curated to deliver the pinnacle of waterfront luxury living. Property is being sold turnkey and vacation rental ready.

300 N Anglers Dr, Marathon

58121 Morton St, 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

435 Sombrero Beach Rd, Marathon
$2,696,100
5 Beds ⋅ 5 Baths ⋅ 619573 MLS
Sombrero Beach Stunner - Luxury Island Living at Its Finest! Welcome to 435 Sombrero Beach Road, where luxury meets laid-back island living in one of Marathon's most desirable locations--just minutes from the iconic Sombrero Beach! Built in 2020 and offering over 3,300 sq ft of beautifully designed living space, this 5-bedroom, 5-bath coastal retreat is the ultimate Florida Keys dream. Step inside and feel the light, bright, open-concept design that perfectly blends elegance and comfort. Expansive windows with tinted glass fill the home with natural light while keeping things cool and serene. The spacious living, dining, and gourmet kitchen areas flow effortlessly together--perfect for entertaining or relaxing after a day on the water. Outdoors is your private tropical oasis! Take a dip in the sparkling pool, unwind in the bubbling jacuzzi, or soak up the sun surrounded by lush landscaping. Boaters will love the private dock with boat lift and twin jet ski lifts, making it easy to explore the crystal-clear waters anytime you please. Whether you're looking for a full-time residence, a luxurious second home, or a high-income vacation rental, this property offers the perfect combination of style, location, and investment potential. Key Features: • 5 Bedrooms | 5 Bathrooms • Built in 2020 | Over 3,300 Sq Ft • Private Pool & Jacuzzi • Boat Lift + Twin Jet Ski Lifts • Tinted Interior Windows for Comfort & Efficiency • Prime Sombrero Beach Location

435 Sombrero Beach Rd, Marathon

101 Windy Point Cir, Marathon
$2,675,000
4 Beds ⋅ 3 Baths ⋅ 614358 MLS
For Sale by Owner/agent & priced below market value! Discover your dream waterfront lifestyle on an expansive 13,135 sq ft lot with breathtaking open water views. This 4-bed, 2.5-bath plus loft home offers 3,260 sq ft of luxury. Built in 2018, it features superior CBS construction, a metal roof, and impact windows, all elevated 11 ft above sea level. Your backyard oasis includes a sandy beach/yard, travertine deck, pool, and jacuzzi. Plus, a permitted plan (a $100k value) is ready for a 20K lb boat lift, 2 jet ski lifts, and 60 ft yacht pilings. A separate marina deeded dock can be included in the sale for an additional $150K - 12ft wide, 20 ft long, useful up to 9.5 ft beam Located in the exclusive gated community of Stirrup Key https://www.cbs17.com/business/press-releases/ein-presswire/843690199/marathon-property-serves-as-case-study-in-coastal-resilience-and-insurance-savings/ Marathon Property Serves as Case Study in Coastal Resilience and Flood Insurance Savings MARATHON, FL - August 27, 2025 - A recently listed property in Marathon, Florida, is drawing attention as a case study for mitigating financial and environmental challenges in the Florida Keys' real estate market. The residence, located at 101 Windy Point Circle, highlights how thoughtful construction and community planning can provide long-term stability for coastal homeowners facing escalating insurance costs and development pressures. Homeownership in the Florida Keys has long been associated with high property values, but the increasing cost of flood insurance presents an equally significant financial hurdle. Under FEMA's Risk Rating 2.0, insurance premiums are now calculated based on individual property-specific factors, including a home's elevation, construction type, and proximity to water. This shift has resulted in a substantial increase in rates for many coastal properties. The home at 101 Windy Point Circle serves as a notable counterpoint to this trend. The property, built in 2018 with superior CBS (concrete block and stucco) construction and elevated 11 feet above sea level, has an annual flood insurance premium of just $1,273. This rate is grandfathered and can be transferred to a new owner, creating a substantial and recurring financial advantage. The property's resilient design was tested in 2017 during Hurricane Irma, where it sustained minimal to no damage, a testament to its elevated construction and durable metal roof. Alex Baglioni, CEO of Bluecastle Lending, Realty & Title, commented on the property's value. "As a professional in the real estate industry, the long-term value of this home's construction and elevation was immediately apparent," Baglioni stated. "The low, grandfathered-in flood insurance cost was a huge factor. This property is a smart investment in resilience and financial security that directly addresses some of the biggest challenges of owning property in the Florida Keys today." Beyond its financial resilience, the property addresses another key issue affecting the Florida Keys: the impact of tourism on residential neighborhoods. The growth of short-term rentals has created widespread concerns over constant visitor traffic, noise complaints, and parking issues. The exclusive, gated community of Stirrup Key, where the home is located, maintains a strict policy prohibiting short-term rentals. This provides a serene, residential atmosphere and a quiet retreat from the constant traffic and noise often associated with high-turnover tourist areas. According to market data, this regulation has contributed to a consistent increase in property values within the community, demonstrating that this peaceful benefit also offers a notable financial gain. The property also offers a rare amenity for a mariner. The residence holds a highly coveted, government-approved permit for a dock extension in the backyard, allowing for the construction of a dock to accommodate a 60-foot yacht, a boat lift, and two jet ski lifts. The ability to berth a vessel of this size directly on open water, but still protected in a cove, is an uncommon feature in this location. The 2,620-square-foot residence features four bedrooms and sits on a 0.3-acre lot. The property is currently listed for sale by the owner/agent. About Bluecastle Lending, Realty & Title: Bluecastle Lending, Realty & Title is a Florida-based company specializing in real estate, mortgage lending, and title services. The firm provides comprehensive solutions for buyers and sellers, leveraging extensive market knowledge to navigate the complexities of Florida's real estate landscape.

101 Windy Point Cir, Marathon

2919 Sombrero Blvd, Marathon
$2,625,000
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