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133 Dorsett Dr, Marathon
$895,000
2 Beds ⋅ 2 Baths ⋅ 621852 MLS
Discover the beauty of Florida Keys living in this pristine concrete home ideally situated on Grassy Key along a private road, offering peace, privacy, and a relaxed coastal lifestyle. This beautifully maintained 2-bedroom, 2-bathroom residence has been completely updated with a fresh coastal flair and an inviting open floor plan. Step outside to a fabulous outdoor living area surrounded by serene tropical gardens and landscape lighting, creating the perfect setting for entertaining or unwinding under the island sky. Features include durable concrete construction, new upstairs impact windows and doors, a metal roof, a spacious garage, and a functional lower level offering ample storage. Backing up to state land and a natural hammock, the property provides a peaceful backdrop and a connection to the natural beauty of the Keys. Conveniently located near dining, shopping, and the beautiful white sands of Sombrero Beach, this property also offers easy access to the Florida Bay and Atlantic Ocean, renowned for world-class fishing, diving, and boating. Residents enjoy exclusive use of a community boat ramp and dock, perfect for getting out on the water and taking in spectacular Florida Keys sunsets. Experience the charm, privacy, and laid-back lifestyle that make the Florida Keys so special. House has 2 RV 50 amp hookups for motorhome plug in. In addition, buyer can purchase a 2023 Sea Born center console boat with Suzuki 200 motor, approximately 300 original hours, duel Simrad electronics and anchor pole for $25K with purchase of house.

133 Dorsett Dr, Marathon

1903 Sombrero Blvd, Marathon
$4,499,000
5 Beds ⋅ 5 Baths ⋅ 621660 MLS
Located right on coveted Sister Creek discover exceptional waterfront living in this expansive Marathon estate overlooking the golf course and a deep-water canal with deep water access to both the Atlantic Ocean and Gulf. Offering 4,836 sq. ft. of combined living space, the property features a 4-bedroom, 3.5-bath Main Residence and detached 1-bedroom, 1-bath Guest Suite. A grand entry welcomes you with soaring ceilings and a sweeping curved wood staircase, while elegant travertine flooring flows throughout the main living areas. The spacious Living Area showcases private water views, a fireplace, wet bar and multiple glass doors opening to the pool deck. The well-appointed Kitchen features granite countertops, custom cabinetry, GE Monogram range and breakfast bar overlooking the Dining Area. The main-level Primary Suite offers long water views, a generous walk-in closet and luxurious Bath with soaking tub, dual vanities and steam shower. Upstairs, two ensuite Guest Bedrooms enjoy water views, while a versatile fourth Bedroom opens to a private balcony overlooking the golf course. Designed for effortless indoor-outdoor entertaining, the expansive waterfront patio features a covered outdoor Kitchen, heated pool and raised spillover spa surrounded by tropical landscaping. Boating enthusiasts will appreciate an 89' dock, additional 10' x 14' floating platform, 20,000 lb. boat lift and angler's prep station. The detached Guest Suite offers private accommodations with a sitting area, wet bar and full Bath. Additional highlights include impact windows and doors, 2-car garage, dual laundry areas and irrigation system. A rare opportunity to enjoy spacious waterfront living, exceptional boating access and golf course views in the heart of the Florida Keys.

1903 Sombrero Blvd, Marathon

217 Bruce Ct, Marathon
$2,599,000
3 Beds ⋅ 2 Baths ⋅ 621465 MLS
Over a $300K PRICE IMPROVEMENT! Exquisite Tropical keys living experience awaits. A natural setting with sunset views in the warmth of a coastal home along this beautiful bayside waterfront corner lot. This home is surrounded by 155 feet of seawall & a fabulous 35+ foot dock equipped with a 13000 lb boat lift & Quick easy access to the Gulf. Ease in navigating the bay waters for docking & terrific for even the ''monster'' boats! Multiple docking configurations possible! This home provides tranquil privacy & easy living. A large covered out door living area along with an enclosed flex space offers endless opportunities. Plus a double car garage that is large enough for a full size truck! Staying home for the day? Cool off in your pool or sit in the shade of the coconut trees. Want to take a water break? Private steps to the bay with easy launching for your kayaks or paddle boards. Enjoy the views of the gulf & sunsets from your patio & backyard. This open floor plan, high ceilings 3 bedroom, 2 bath home has amazing appointments & finishes throughout. A beautiful kitchen designed for the most discerning chef with: expansive island, stunning granite counters, nicely upgraded 1 year new SS appliances, double Pantry cabinetry & storage galore. Plus a morning coffee bar with upper & lower cabinets , sink & beverage fridge. The Primary ensuite provides a spacious room, natural light, a walk-in shower, a soaking tub & double sinks with drawer/cabinetry vanity, pendent lights plus a TV. Both bathrooms have tile decorative features along with stunning granite counters in primary & Quartz in Guest room + framed mirrors. Additional storage in separate laundry room & linen closets. The expansive patio, dock & stairs recently redone with maintenance free composite; Never have to paint or replaced. This almost new construction has barely been lived in used as a part-time getaway & Never been a rental. The construction is built 2 feet above flood elevation. Easy To See!

217 Bruce Ct, Marathon

355 Stirrup, Marathon
$3,300,000
4 Beds ⋅ 4 Baths ⋅ 621321 MLS
Welcome to Sunset Anchorage, a beautifully renovated open-water home in the exclusive gated community of Stirrup Key. Set on an expansive lot and a half, this three-story CBS turnkey home offers exceptional privacy, protected dockage and sweeping Gulf views with spectacular sunsets. Extensively updated, the home features a brand-new kitchen with custom cabinetry, a custom bar, updated flooring, new impact windows and doors, and new A/C units. New Hardie board siding accents the front exterior, adding texture and architectural character. The main level features the primary suite with a newly expanded and completely renovated bathroom. An additional guest bedroom enjoys marina views with a full bath nearby. A newly extended covered back porch off the living and dining rooms offers outdoor seating and dining overlooking the pool and Gulf. Upstairs, a secondary primary suite features a private full bath and walk-out balcony with stunning bay views, while another guest bedroom and half bath also enjoy expansive open-water views. Downstairs, a spacious covered patio and newly built tiki bar create additional entertaining space poolside. The pool has been beautifully re-tiled and refinished with new equipment, including a heater and chiller. A redone waterfront observation deck provides easy kayak access, views over the sandy bay bottom, and a front-row vantage point for spectacular sunsets. Protected dockage is just across the street in Stirrup Key's private marina. Boat slip D41 includes a new concrete walk-out dock and a 15,000-lb boat lift, with instant bay access and quick ocean access via Vaca Cut or Seven Mile Bridge. Additional features include a metal roof, garage, ground-floor storage, a fenced dog run, and mature tropical landscaping highlighted by a grove of gumbo limbo trees. Sunset Anchorage brings together open-water views, protected boating, privacy, and unforgettable Florida Keys waterfront living-offered turnkey and ready to enjoy from day one.

355 Stirrup, Marathon

57457 Morton St, Marathon
$2,695,000
2 Beds ⋅ 2 Baths ⋅ 621246 MLS
A rare combination of land, privacy, boating, and open-water living awaits on approximately half an acre of Gulf-front paradise in Grassy Key. With panoramic water views, a private beach, waterfront dock with a 20,000-pound boat lift, heated concrete pool, and lush tropical grounds, this property captures the very best of Florida Keys living. Surrounded by mature landscaping, the two-bedroom, two-bath residence enjoys a peaceful, private setting with beautiful Gulf views. Light-filled living spaces embrace the waterfront surroundings, while the kitchen features granite countertops and stainless steel appliances. Both bedrooms offer private baths for owners and guests alike. Step outside and the Keys lifestyle comes alive. Walk to your private sandy beach, lower the boat from your 20,000-pound lift for a day on the water, relax beside the heated pool, or watch the sun disappear over the Gulf from your own shoreline. Expansive grounds and tropical landscaping provide a level of space and privacy that can be difficult to find in the Keys. The property also boasts an exceptional rental history, consistently renting approximately 50 weeks per year and generating roughly $175,000 in annual rental revenue--a testament to the tremendous appeal of this waterfront setting. Whether you're searching for a private Keys retreat or a proven vacation rental investment, this Grassy Key property offers an extraordinary combination of lifestyle and opportunity. Private beach. Open Gulf views. Boating. Pool. Half an acre of tropical privacy. This is the Florida Keys lifestyle people dream about.

57457 Morton St, Marathon

108 Sunset Dr, Marathon
$4,399,000
3 Beds ⋅ 4 Baths ⋅ 620861 MLS
Set along the Gulf on 2 lots within the sought-after gated Stirrup Key community, this beautifully appointed CBS residence captures panoramic open-water views, unforgettable sunsets, and a rare sense of privacy. Electronic gated entry and tropical surroundings create an immediate sense of arrival while extensive upgrades reflect elevated living and effortless enjoyment. Contemporary design and relaxed coastal living come together through an open, light-filled floor plan. Expansive impact windows and sliding glass doors frame the water from every angle, bringing the ever-changing Gulf backdrop into the interior. The chef's kitchen features quartz countertops, Bosch stainless appliances, custom cabinetry, and a seamless connection to the dining and living areas. Solar panels further enhance the home's thoughtful, energy-conscious design. The thoughtfully designed layout includes two spacious primary suites, each offering private balcony access and sweeping water views. A third guest bedroom, guest bath, private gym, and an additional full bath add comfort and versatility. Outdoors, the property unfolds as a private tropical escape. A waterfront pool, covered entertaining area, outdoor shower, and multiple gathering spaces create the perfect setting for relaxed afternoons and memorable evenings. Mature fruit trees surround winding garden pathways leading to peaceful seating areas and a waterfront fire pit. A deeded boat slip with lift in the private marina is located just steps from the front door, offering exceptional convenience on the water. Along the open-water shoreline, a private kayak dock with lift provides direct access to exceptional kayaking and paddleboarding from your own backyard. Just minutes from shopping, dining, and The Marathon International Airport, this exceptional residence offers a rare combination of open-water beauty, boating access, privacy, and effortless island living

108 Sunset Dr, Marathon

119 Coco Plum Dr, Marathon
$15,000,000
5 Beds ⋅ 5 Baths ⋅ 620594 MLS
Welcome to Palacio Coco Plum. Discover Your Florida Keys Oasis! Spectacular Ocean Front home in Marathon, the heart of the Florida Keys. This stunning property boasts luxury finishes throughout, including elegant marble floors, granite counters and volume coffered ceilings. Key Features include: His and Her ocean facing office, ideal for remote work or study, ocean views from most all rooms, white sand beach. privacy landscaping and massive car and equipment storage for multiple vehicles and hobbies. Boat Dockage Permitting is in Progress. Additionally, there is a whole house generator for back-up power, elevator from garage to top floor, heated and chilled pool and spa. The lovely gardens include mature mangoes and avocado trees and orchid trellis. 10 Minutes to Marathon International Airport. ADT Camera Security System on site

119 Coco Plum Dr, Marathon

8401 Gulf Of Mexico Blvd Unit #401, Marathon
$1,450,000
2 Beds ⋅ 3 Baths ⋅ 620503 MLS
Introducing 8401 Gulf of Mexico Blvd #8401, an exceptional waterfront penthouse with Boat Slip #23, located in the prestigious Seawatch community of Marathon, Florida. Renovated in 2023 and meticulously maintained since, this top floor residence offers an impressive combination of comfort, style, boating access and one of the most captivating open water views in the community. From the moment you step inside, expansive impact windows frame breathtaking Gulf views and fill the living space with natural light. The spacious layout features two generous suites, an open living and dining area and a clean coastal feel designed for relaxed Florida Keys living. The 2023 renovation included thoughtful updates to the kitchen, bathrooms, flooring and interior finishes. The kitchen offers updated cabinetry and appliances, while the remodeled bathrooms feature updated tile and showers, creating a move in ready residence that has been carefully improved and maintained. Seawatch is known for one of the most impressive amenity packages in the Middle Keys, including a gated entrance, marina, resort style pool and spa, cabanas, fitness center, clubhouse/event room, tennis & pickleball courts, elevators, tropical landscaping, natural habitat areas, lake and generous open space rarely found in a condo community. Complete with protected dockage and a premier waterfront setting, this Seawatch penthouse is ideal as a full time residence, seasonal retreat, or low maintenance Florida Keys getaway. Enjoy boating, views, privacy and resort style amenities all in one of Marathon's most desirable waterfront communities.

8401 Gulf Of Mexico Blvd Unit #401, Marathon

57733 Morton St, 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

499 Avenida Primiceria, Marathon
$2,100,000
3 Beds ⋅ 2 Baths ⋅ 620036 MLS
Some locations make it easy to enjoy everything the Florida Keys have to offer, and 499 Avenida Primiceria just 7 houses in from Sombrero Beach is certainly one of them. Take a short stroll past just seven houses to Sombrero Beach, head out by boat with open water only minutes away, or spend the afternoon relaxing beside your private heated and chilled pool. This beautifully updated home has been designed for just that kind of easygoing lifestyle. Inside, the central living space welcomes you with soaring open-beam cathedral ceilings, a custom kitchen and an expansive floor plan that opens directly onto a screened porch overlooking the pool and dock. The primary suite occupies its own wing, separated from the guest bedrooms for added privacy. Recent improvements include plank tile flooring, impact-resistant windows and doors, updated bathrooms and a whole-house generator. Below, you'll find a garage, workshop, covered entertaining space and abundant storage. Outside, mature tropical landscaping and pea rock grounds create a private oasis with minimal upkeep. A 100' concrete seawall and 14,000 lb. boat lift complete the waterfront amenities. Come experience this distinctive Marathon retreat for yourself. Call today to arrange a private tour.

499 Avenida Primiceria, Marathon

58652 Overseas Hwy, 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

591 Sombrero Beach Rd Unit APT 1B, Marathon
$684,000
2 Beds ⋅ 3 Baths ⋅ 619770 MLS
Perfectly positioned just steps from the pristine shores of Sombrero Beach, premier shopping, and vibrant nightlife, Lemon Cove stands in a class entirely its own. No other condominium residence in the area offers such a rare combination of generous private parking, breathtaking canal frontage, impeccably manicured grounds, and a resort-style pool -- all seamlessly curated for the discerning buyer. This exceptional 2-bedroom, 2.5-bathroom canal-front residence commands sweeping views of both the sparkling pool and tranquil canal, framed by generously proportioned living spaces and refined, upscale finishes throughout. Every detail has been thoughtfully considered, offering an effortless lifestyle where luxury and low-maintenance living exist in perfect harmony. For those who have envisioned waking each morning to the serene beauty of waterfront living -- without compromise -- this is your moment to live near the beach!

591 Sombrero Beach Rd Unit APT 1B, Marathon

103 52nd St, Marathon
$2,100,000
5 Beds ⋅ 4 Baths ⋅ 619765 MLS
Welcome to Casa Sirena, a refined waterfront retreat in Marathon offering comfort, privacy, and strong investment appeal. Seller Financing available! This five bedroom, three bath home includes a convenient outdoor pool bath and is ideally positioned with water frontage on two sides. Boaters will appreciate 100 feet of durable composite dockage, a jet ski lift, and a private boat ramp shared with just one neighbor. The home enjoys close proximity to Boot Key Harbor, with easy access to waterfront dining by boat, as well as a straightforward route to the Gulf via Knight Key Channel and immediate Ocean access. The surrounding Vaca Key and Boot Key provide a natural buffer, offering added protection from the elements. Outdoor living is central to the property, with lush tropical landscaping, a saltwater pool, tiki hut, and expansive wraparound patios accessible from all rooms. Inside, the open floor plan connects the living, dining, and kitchen areas, creating a comfortable and functional space. The kitchen is equipped with high end appliances suited for everyday use or hosting. Additional features include a spacious two car garage with ample storage, an extra washer and dryer, refrigerator, freezer, and workbench. The home is offered fully furnished and turnkey, ready for personal use or as a vacation rental. Privacy fencing, a security system, and gated dock and ramp access complete the offering.

103 52nd St, Marathon

100 Tingler Ln, Marathon
$8,299,999
3 Beds ⋅ 4 Baths ⋅ 619460 MLS
Tucked on the private shores and gated community of Tingler Island, this one-of-a-kind dual-waterfront estate is where the Florida Keys lifestyle reaches its fullest expression. Design/Build by D'Asign Source, meet Bella Vista, a coastal-modern renovation. Experience the ultimate coastal dichotomy: wake to the breathtaking panorama of the Atlantic Ocean, while enjoying the calm, effortless convenience of protected canal-front docking. A rare luxury configuration w/ Main Home on the Open Atlantic Ocean to Guest Home on Canal Frontage. Spend your mornings fishing, afternoons floating in your multi-level infinity pool as it disappears into the ocean horizon & evenings gathered around the gas fire pit beneath swaying palms & stars. The 8' wide by 107' concrete dock accommodates two boat lifts (3,000 & 17,000 lbs) w/ water, electric, & lighting along the full seawall, everything a serious boater needs. The single-bedroom Main Home stuns w/ soaring 18-ft vaulted ceilings, exposed wood beams, & a wall of six floor-to-ceiling glass panels that open to frame the Atlantic as your daily backdrop. The gourmet kitchen features Sub-Zero & Wolf appliances, a Miele coffee system, a 10-ft island, Brittanica quartz countertops, & a temperature-controlled glass wine wall. A sea-inspired chandelier, custom wall paneling & thoughtful finishes flow throughout. The expansive Primary Suite anchors the home w/ ocean views, a floating soaking tub, glass rain shower, dual sinks, & a built-in home office tucked into the layout. The private Guest Home above the double garage offers 2 beds, 2 baths, a kitchenette, private balcony, & its own washer/dryer-ideal for guests or family. Outside, resort-style grounds include a gazebo w/ marble dining table, outdoor kitchen w/ Lynx premium grill & fridge, beach sand, fruit garden, Tuuci marine-grade parasols, tiki torches, Coastal Source audio, 1,000 gallon gas tank & full home generator. Bella Vista isn't just a home, it's your Keys life, fully lived.

100 Tingler Ln, Marathon

11231 2nd Ave, Marathon
$535,000
2 Beds ⋅ 2 Baths ⋅ 618736 MLS
Welcome to your slice of paradise in beautiful Marathon! Perfectly situated near the airport for easy access, this thoughtfully remodeled CBS 2-bedroom, 2-bath home blends modern finishes with cozy coastal charm. Recently renovated with attention to detail, the interior features stylish updates, a warm and inviting ambiance, and a functional layout designed for comfort and relaxation. New Metal roof July 2024. Step outside to your private, fenced backyard oasis complete with a brick-paved patio and lush tropical landscaping -- including your very own banana tree. It's the perfect setting for morning coffee, evening cocktails, or entertaining under the island sky. Whether you're seeking a 7-day rental income opportunity or your own personal retreat in the Keys, this property offers flexibility, privacy, and island living at its best. Don't miss this opportunity to own a piece of paradise at an affordable price!

11231 2nd Ave, Marathon

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