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$1,499,000
4 Beds ⋅ 3 Baths ⋅ 620915 MLS
Discover Exceptional Waterfront Living on a Protected Lagoon in Marathon! Nestled in a quiet and highly desirable Marathon neighborhood, this beautifully updated 2,328 sq. ft. waterfront residence offers the ultimate Florida Keys lifestyle. Offered turnkey and fully furnished--with seller financing options available--this property also holds incredible potential as a weekly vacation rental. Inside, enjoy bright, open living areas featuring 4 bedrooms and 3 full bathrooms, plus a generous bonus room/den--perfect for a home office, media room, or potential 5th bedroom. The showstopping interior features a rare, one-of-a-kind indoor pool! In a truly unique layout, every bedroom features French doors that open directly onto the indoor pool deck, offering private access for family and guests alike. Step outside to 30 feet of dockage on a protected lagoon with quick access to the Ocean and Gulf. Don't miss this rare opportunity for luxury, tranquility, flexible purchasing terms, and income-generating potential!

1220 122nd St, Marathon
$2,800,000
4 Beds ⋅ 4 Baths ⋅ 620899 MLS
Welcome to prestigious Sombrero Isle, one of the Middle Keys' most exclusive waterfront communities. This exceptional 4-bedroom, 4-bath residence blends timeless elegance with the relaxed luxury of the Florida Keys lifestyle. Step inside to a grand living room highlighted by soaring volume ceilings, gleaming marble floors, a gracefully curved staircase, and a wraparound mezzanine that leads to the spacious bedrooms and private guest quarters. Designed for both everyday living and entertaining, the home offers an open, inviting atmosphere with impressive Mediterranean architectural details throughout. The well-appointed kitchen features granite countertops, stainless steel appliances, and abundant cabinetry, providing both style and functionality. Outdoors, enjoy your own tropical retreat with a heated freeform swimming pool and over 40 feet of dockage with approximately 5 feet of controlling depth, offering convenient access for a variety of boats. Nestled within the exclusive island community of Sombrero Isle, this intimate enclave consists of only 32 waterfront homes, each situated on approximately one-half acre. Boaters will appreciate the quick access via Sister's Creek to the Atlantic Ocean and some of the finest fishing and diving waters in the United States. Residents also enjoy close proximity to the renowned Sombrero Beach, scenic parks, shopping, fine dining, and vibrant local restaurants and waterfront bars. Marathon International Airport is just 10 minutes away, making travel to and from paradise effortless. Experience the perfect combination of luxury, privacy, and premier boating access in one of Marathon's most coveted waterfront neighborhoods.

121 Calle Ensueno, Marathon
$1,100,000
2 Beds ⋅ 3 Baths ⋅ 620886 MLS
Experience waterfront living at its finest in this beautifully remodeled 2-bedroom, 2.5-bath condominium in the highly sought-after Gulfpointe I Condominiums. One of the few communities in the Marathon area that permits weekly vacation rentals, this property offers an exceptional opportunity as a full-time residence, vacation getaway, or income-producing investment. Step inside to an open-concept living space filled with natural light and breathtaking open Gulf views. The completely updated kitchen is a showstopper, featuring quartz countertops, custom cabinetry, stainless steel appliances, a farmhouse sink, designer tile backsplash, oversized island with seating, and modern finishes throughout. The spacious living and dining areas flow seamlessly to a private waterfront balcony, creating the perfect setting for entertaining or relaxing while taking in spectacular water views. A stylish half bath completes the main level. Upstairs, the waterfront primary suite offers its own private balcony with panoramic Gulf views, a beautifully renovated en-suite bath with dual vanities and a walk-in glass shower, and generous closet space. The guest bedroom is equally spacious and is served by an updated full bath. Enjoy resort-style amenities including a waterfront swimming pool, tennis courts, beautifully maintained tropical grounds, and first-come, first-served dockage accommodating boats up to 30 feet. Covered parking, multiple balconies, and stunning sunrise views complete this incredible Florida Keys retreat. Whether you're searching for a primary residence, vacation home, or weekly rental investment, this move-in-ready waterfront condo offers the best of the Florida Keys lifestyle.

12690 Overseas Hwy Unit APT 34, Marathon
$4,499,000
3 Beds ⋅ 4 Baths ⋅ 620861 MLS
Some waterfront homes offer a view. This one creates an entire lifestyle around it. Set along the Gulf 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
$1,600,000
2 Beds ⋅ 2 Baths ⋅ 620832 MLS
2-bedroom, 2-bathroom home in Grassy Key, featuring a deep-water dock with easy access to the ocean, just a short ride away from its Gulf-side location. Enjoy a beautiful pool and ample parking space, along with breathtaking sunsets from your backyard paradise! Each bedroom boasts its own en-suite bathroom, ensuring comfort and privacy for all guests. Currently operating as a successful vacation rental. A perfect investment opportunity or a dream retreat!

57477 Morton St, Marathon
$509,000
2 Beds ⋅ 2 Baths ⋅ 620785 MLS
Beautifully updated 2BR/2BA Island Club waterfront condo on a canal with first-come, first-served dockage just steps from your back door with direct ocean access. The spacious living area and screened lanai overlook the canal, providing the perfect place to relax and enjoy peaceful water views. Decorated with a modern tropical flair, this bright and inviting condo features a well-equipped kitchen with all the conveniences you need and a view of the water. Island Club offers outstanding resort-style amenities, including a large heated and chilled pool, waterfront tiki hut, barbecue grills, bicycle racks, kayak storage, and an air-conditioned clubhouse with a full kitchen, pool table, and ping pong table for entertaining and private gatherings. Whether you're looking for a full-time residence or investment property, this waterfront gem offers the ideal island lifestyle.

9 Sombrero Blvd Unit 108, Marathon
$595,000
1 Beds ⋅ 2 Baths ⋅ 620739 MLS

10877 Overseas Hwy Unit APT 112, Marathon
$3,299,000
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
$599,000
2 Beds ⋅ 2 Baths ⋅ 620721 MLS
PRIME 40' ASSIGNED BOAT SLIP • PRIVATE BOAT RAMP • 7-DAY RENTALS • TURNKEY • EXCEPTIONALLY RENOVATED • ELEGANTLY APPOINTED Beautifully and extensively renovated, this 2-bedroom, 2-bath second-floor residence has been thoughtfully redesigned with quality craftsmanship and meticulous attention to detail. Professionally designed and offered fully furnished, this move-in-ready condo blends comfort, style, and effortless Florida Keys living. One of its standout features is the assigned 40-foot boat slip, perfectly positioned and visible from your private balcony--an ideal spot to enjoy your morning coffee while keeping an eye on your boat. The residence comfortably accommodates up to six guests with a sleeper sofa and has primarily been enjoyed as a private Florida Keys retreat, while also offering the flexibility of 7-day rentals for owners who wish to generate rental income. Just a short walk from your door, you'll find the marina, where your assigned slip provides quick and convenient access to open water. Boating enthusiasts will appreciate the exceptional amenities, including a private boat ramp and a heated/chilled pool--everything needed to make the most of the Florida Keys lifestyle. Ideally located in the heart of Marathon, this exceptional residence offers the perfect combination of upscale finishes, convenience, and outstanding boating amenities. Whether you're looking for a full-time residence, a vacation getaway, or an investment property, this turnkey condo is a rare opportunity to enjoy island living with effortless access to some of the best boating and fishing the Florida Keys has to offer.

107 Ave D Unit APT 208, Marathon
$549,000
2 Beds ⋅ 2 Baths ⋅ 620720 MLS
RARE OWNER FINANCING OPPORTUNITY! Possible owner financing may be considered for qualified buyers with a substantial down payment. Terms are negotiable for the right buyer. Assigned Boat Slip for Boats up to 40' • Private Boat Ramp • Ground-Floor • Fully Furnished • Heated & Chilled Pool• 7-Day Rentals Own your piece of paradise in a prime Marathon location. This beautifully maintained, fully furnished 2-bedroom, 2-bath ground-floor condo is move-in ready, making it ideal as a personal getaway, seasonal home, or investment. Featuring impact windows and an impact sliding glass door, this tastefully decorated condo offers peace of mind and low-maintenance ownership. The community is approved for 7-day rentals, giving you the flexibility to enjoy your Florida Keys escape while generating rental income when you're away. Just a 2-min stroll from your front door brings you to the dock and your assigned boat slip for boats up to 40 feet, where the true Florida Keys lifestyle begins. Relax beneath the waterfront gathering area, watch the boats come and go, gather with friends for sunset cocktails, or simply enjoy the breathtaking marina. Boaters will love the private boat ramp, allowing quick launches without the expense or hassle of public boat ramps. This community offers everything you need to enjoy the Florida Keys boating lifestyle. Coco Plum Beach is just a 10-min walk away, offering one of Marathon's most beautiful beaches for swimming, shell collecting, and spectacular sunsets. The convenient ground-floor location means no stairs to climb, making it easy to bring in luggage, groceries, fishing gear, and beach essentials. If you've been dreaming of the ultimate Florida Keys boating lifestyle without the multi million-dollar price tag, you've found it. Offering the perfect blend of boating, investment potential, and island living, this is a rare opportunity to own a peace of paradise.

107 Ave D Unit APT 201, Marathon
$1,175,000
2 Beds ⋅ 3 Baths ⋅ 620715 MLS
This marina townhome plus 40' deeded deep water liveaboard boat slip in the exclusive Bonefish Yacht Club offers the perfect blend of luxury living and resort-style amenities in the heart of the Florida Keys. Nestled within a private 34-residence community set across more than four acres of beautifully maintained tropical grounds, the property captures the feel of a secluded oceanside retreat. Inside, the home offers 1,464 sq. ft. of light-filled living space featuring a gourmet chef's kitchen with brand new stainless steel appliances, a dedicated dining area, and an open-concept living room that flows seamlessly to a waterside balcony overlooking the marina, perfect for alfresco dining and entertaining. The spacious primary suite features a private waterfront balcony, walk-in closet, and a ensuite bath. The guest suite also enjoys its own balcony, a full bath, and generous closet space. The ground level includes a private tiled garage and storage area, ideal for a vehicle, fishing equipment, and water toys, perfect for the avid angler. Bonefish Yacht Club residents enjoy exceptional amenities including a heated and chilled pool with expansive sun deck, a tiki lounge gathering area with wet bar and seating, tennis/pickleball courts, and a private community beach. Offering breathtaking water views and beautifully maintained resort amenities, this residence delivers a rare opportunity to enjoy luxury waterfront living with access to world-class boating, fishing, and the best of the Florida Keys lifestyle.

96 Avenue C #3 &, Marathon
$3,289,000
4 Beds ⋅ 5 Baths ⋅ 620683 MLS
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
$995,000
3 Beds ⋅ 3 Baths ⋅ 620681 MLS
Experience the best of the Florida Keys in this beautifully appointed 3-bedroom, 2.5-bath waterfront townhome in the desirable Bonefish Townhomes community. Offering panoramic Atlantic Ocean and canal views, this property is designed for those who love life on the water. A 62-foot deeded boat slip with a lift is located just outside your back door, making it effortless to head offshore or enjoy quick access to both the Atlantic Ocean and the Gulf through nearby Vaca Cut. Four private balconies provide multiple spaces to relax, with two overlooking the open water and two offering views of the marina. The lower balcony features a spiral staircase leading directly to your dock for ultimate convenience. Inside, the split-bedroom floor plan offers comfort and privacy, while the open living spaces are filled with natural light and designed to maximize the surrounding water views. Covered parking, generous storage, and room for all your boating and fishing gear complete the package. Residents of Bonefish Townhomes enjoy resort-style amenities, including a heated and chilled pool, tennis and pickleball courts, a spacious tiki gathering area, and a scenic walking and biking path throughout Coco Plum. Coco Plum Beach is also just a short stroll away. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this property checks every box. Weekly rentals are permitted with a 7-day minimum, making it an excellent option for those looking to generate rental income while enjoying the Florida Keys lifestyle. Schedule your private showing today and discover why Bonefish Townhomes remains one of Marathon's most sought-after waterfront communities.

95 Coco Plum Dr Unit 2D, Marathon
$899,000
3 Beds ⋅ 2 Baths ⋅ 620679 MLS
Welcome to Crane Hammock, one of Marathon's most sought-after neighborhoods, where residents enjoy a private community beach, boat ramp, and first-come dock slips -- launch your boat and keep it in the water just down the street, then rinse off at your own enclosed outdoor shower after a day on the flats. All the perks of waterfront living without the waterfront price tag or insurance premiums. This meticulously maintained 3-bedroom, 2-bath home was built in 2012 and sits high on 10-foot pilings, above base flood elevation, with impact-resistant windows throughout -- a smart, insurable Keys home in today's market. Spend your afternoons at the heated fiberglass pool in the fully fenced, private backyard, set on an oversized corner lot framed by mature native landscaping: coral trees, pigeon plum, Jamaican caper, paradise tree, banana trees, and thriving orchids. Inside, the updated kitchen features quartz countertops, a brick backsplash, filtered drinking water at the sink, and newer LG appliances, while the custom live-edge cedar bar top makes the living space perfect for entertaining. A split-bedroom floor plan with walk-in closet adds privacy, and the retractable Sunbrella awning extends your covered porch living outdoors. Downstairs is an angler's dream: fillet table, bait freezer, outdoor refrigerator with ice maker, kayak racks, custom fishing rod holders, and two storage sheds -- plus covered parking for 4+ vehicles with room for the boat and RV. Recent updates include a new entry door (2026), new AC (inside unit 2026, outside 2018), new dishwasher (2025), and updated pool filter, heater, and pump (2024-2026). Freshly painted inside and out and professionally serviced monthly, this home proved itself as a successful vacation rental before the owners loved it so much they made it their full-time residence. Pride of ownership shows everywhere; truly turn-key and ready for its next chapter.

5204 Dogwood Dell St, Marathon
$749,000
2 Beds ⋅ 3 Baths ⋅ 620672 MLS
Wake up to wide-open Gulf views from this beautifully maintained residence in Gulfpointe Two, a sought-after waterfront community in the heart of Marathon. Designed to make the most of its coastal setting, the home offers multiple private balconies, bright open living spaces, and water views that create a relaxing backdrop throughout the day. The main living level features a spacious open-concept layout connecting the kitchen, dining area, and living room. Large windows and sliding glass doors fill the space with natural light while showcasing the Gulf beyond. The updated kitchen is designed for both everyday living and entertaining, with granite countertops, abundant cabinetry, stainless steel appliances, a generous breakfast bar, and plenty of workspace. Coastal furnishings and clean finishes complement the easygoing Keys atmosphere. Upstairs, the primary bedroom provides a peaceful private retreat with access to its own balcony and beautiful views across the water. From morning coffee to sunset cocktails, the outdoor spaces offer the perfect place to enjoy the sea breeze and watch boats pass in the distance. Gulfpointe Two is a well-maintained waterfront community offering a heated pool with a chiller for added comfort during the warmer summer months. Gulfside dockage with finger piers is available to owners on a first-come basis and can accommodate boats up to approximately 36 feet. Boaters will appreciate the convenient access to both the Gulf and Atlantic, with Vaca Channel just minutes away. Weekly vacation rentals are permitted, providing excellent flexibility for use as a full-time residence, seasonal getaway, or income-producing investment. Centrally located near Marathon's restaurants, shopping, marinas, beaches, and everyday conveniences, this inviting waterfront property delivers the views, boating access, and relaxed island lifestyle buyers come to the Florida Keys to enjoy.

12690 Overseas Highway Unit 413, Marathon
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 620657 MLS
Rarely available end-unit townhome in the highly coveted, gated community of Indigo Reef! Because Unit 26 is a premium end-unit, it is bathed in abundant natural light and offers an expansive, airy feel that feels more like a private single-family home. This meticulously maintained 3-bedroom, 2.5-bathroom retreat features beautiful, durable LVT flooring throughout the downstairs living areas, complemented by tastefully updated, stylish furniture. Upstairs, you will find low-maintenance, clean tile flooring spanning all three bedrooms. Enjoy gorgeous Gulf views directly from the comfort of both your living room and your private primary suite--each complete with its own covered porch to drink in those spectacular Florida Keys breezes and sunsets. Delight in total peace of mind with mechanical and structural updates already taken care of, including an A/C system that is only 4 years old and a roof valley professionally replaced in 2024. Head down to your deeded 35-foot boat slip--perfect for quick access to world-class fishing and diving. The resort-style amenities are second to none, boasting a magnificent pool surrounded by lush tropical landscaping, a fitness center, and convenient covered parking. Weekly rentals are permitted, and this property is already an established vacation home with an excellent, proven rental history. Whether you are looking for a turnkey investment property, a dream getaway, or a permanent island home, Unit 26 offers the ultimate Florida Keys lifestyle. Schedule your private showing today!

11600 1st Ave Unit 26, Marathon
$645,000
1 Beds ⋅ 2 Baths ⋅ 620608 MLS
Oceanfront Luxury at Ocean Isles Fishing Village! Private Marina and Boat Ramp. Welcome to Unit 111--a masterclass in elevated condo island living. Built brand-new in 2022, this stunning 1-bedroom, 2-full bathroom, 850 sq ft oceanfront condo delivers the ultimate Florida Keys lifestyle. With the gated complex prime due-south orientation, you'll wake up to expansive, views of the Atlantic Ocean right from your downstairs balcony, and private master suite balcony. Step inside this two-story sanctuary to find a meticulously crafted open-concept living space. The first floor features a fully equipped kitchen with granite countertops, elegant coastal flooring, and a pristine full bath. Upstairs, the oversized master suite serves as your private retreat, complete with a second full bathroom and panoramic ocean vistas. Built high above flood elevation with solid CBS construction, impact windows, and a metal roof, this turnkey property offers total peace of mind. What truly sets this property apart is the highly coveted 7-night minimum rental allowance. This is a massive advantage in the FL Keys market, offering incredible short-term rental income potential when you aren't soaking up the sun yourself. The 7-acre gated resort amenities are unparalleled in the Middle Keys. Spend your afternoons at the Olympic-sized elevated waterfront pool, boasting some of the most stunning ocean views in town. Boaters will love the on-site, newly updated marina, private boat ramp, assigned slips, and fish-cleaning stations. Unwind under the tiki huts, host friends at the outdoor grilling areas, or relax in the air-conditioned community clubhouse. Whether you're looking for a high-performing vacation rental or your own slice of paradise, this is your gateway to the Keys dream.

10877 Overseas Highway Unit 111, Marathon
$7,495,000
5 Beds ⋅ 4 Baths ⋅ 620585 MLS
Nestled on the exclusive private gated island of Sunrise Isles in Marathon, Florida Keys. This magnificent 2019 construction oceanfront estate redefines luxury living. With only 20 residences on this private island with a secured gated entrance, 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 on-suite bathroom for the utmost privacy. While the primary suite serves as a luxurious retreat with panoramic ocean views and a spa-inspired bathroom. Impact-resistant sliding glass doors stack open to approximately 700 SF of covered terrace, perfect for outdoor living. Set on over 32,000 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 outfitted with 2 custom designed boat lifts with an L-shape synthetic dock to maximize the entire dock area. Ideal for boating enthusiasts seeking convenient, safe access to open waters. Outdoor amenities include a resort-style pool with water features 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 the beautiful Florida Keys

108 Sunrise Dr, Marathon
$499,000
2 Beds ⋅ 2 Baths ⋅ 620582 MLS
Curated for those seeking the ideal waterfront retreat with the opportunity to make it their own, Spanish Galleon awaits. Waterfront two bedroom, two bathroom ground level condo with just over 1,000 square feet and no stairs to climb. Assignable dockage for a maximum 30-foot LOA vessel, for only $300 per year on a first come, first serve basis. This first-floor location provides effortless access for all ages and is conveniently situated just steps from the community pool and boat slips. Upon entry, you'll be welcomed by peaceful views of Boot Key Harbor from the living area and screened porch, creating the perfect backdrop for everyday living. This residence presents an exceptional opportunity to personalize the flooring to match your own style while adding instant value. Relax by the waterfront community pool or take advantage of the unbeatable Sombrero Boulevard location, just minutes from golf at the Florida Keys Country Club, grocery stores, restaurants, and everyday conveniences. Both the state and city required Building Recertification and Structural Integrity Reserve Study were completed, and the association maintains fully funded reserves, reflecting proactive management and long-term financial stability. Whether you're searching for a full-time residence, seasonal getaway, or investment in one of Marathon's most desirable waterfront communities, this Spanish Galleon condo offers exceptional potential in an outstanding location. Minimum rental period is 28 days, permitted once every six months if advertised online. One pet allowed per unit.

1115 Sombrero Blvd Unit 102B, Marathon
$1,900,000
3 Beds ⋅ 2 Baths ⋅ 620576 MLS
Have your cake and eat it too! 60+ feet of Protected Seawall with boatlift, PLUS a gorgeous open water Gulf View. Elevated home with three bedrooms and two baths opens on to a wonderful deck to enjoy the sun. You can also get shade while enjoying the Gulf breezes in the screened patio off the Kitchen. As we head downstairs you can lounge around the pool and enjoy the views of the Gulf of Mexico. the boatlift is conveniently located so as not to block the view. Plenty of living space under the home, with room for boat trailers in the front. But wait, there's more; 338 square feet of permitted garage for storage. The perfect home for your and your family, or as a vacation rental.

106 Alynn Pl, Marathon
$3,260,000
4 Beds ⋅ 3 Baths ⋅ 620562 MLS
Welcome to 58244 Overseas Hwy on Grassy Key. This home was built in 2024 to last with superior ICF construction, steel studs, metal roof, impact resistant doors & windows. The extra thought and care in this property doesn't stop there like: 1'' water pipe for added pressure, underground utilities and 4ft deep walls underground on 3 sides of the property to prevent erosion, and geo grid honeycomb under the driveway gravel, even extra height underneath to accommodate tall toys like RV's and Boats w/ T-tops. Inside the home hosts an extra-large ocean front primary suite with balcony access, large bathroom and walk-in closets. There are 3 guest rooms and two full guest baths, laundry room, utility room and large pantry. The open floor plan living area to entertain the whole neighborhood if you want with sweeping Atlantic Ocean views for a backdrop. Let's not forget the real reason to be in the Keys and that's to be on the water. Whether you are drifting in a float in the ocean front pool or sunbathing on your own private sandy beach, you will know you've found your own slice of paradise. Call today for more information and schedule a private viewing.

58244 Overseas Hwy, Marathon
$699,000
2 Beds ⋅ 2 Baths ⋅ 620522 MLS
A rare two story CBS townhouse condo with both open water views and an assigned boat slip overlooking scenic Boot Key Harbor in desirable and quiet Sombrero area neighborhood. Located adjacent to Sombrero golf course. Deep water and boating access to Atlantic Ocean or Gulf. Remodeled lower level has open concept, modern kitchen with island and Corian countertops. All oak wood cabinets, ceramic tile flooring, stainless appliances, double oven, on demand water heater, new bathroom. All new plumbing and electric. Upstairs bathroom also completely remodeled, new tiled shower, Kohler fixtures, guitar extension counter, storage. Laundry area is on second level, Bosch washer/dryer. Class A rated MD shutters. Primary bedroom has a private screened balcony with harbor views. Lower level also offers a screened porch. Small 8-unit complex, shared heated pool with seating and BBQ grilling area, immaculately maintained grounds. Centrally located near restaurants, entertainment, grocery, post office, and short distance to beautiful public Sombrero Beach. Rentals allowed once per calendar year with a minimum of 30 days, maximum long term 1 year: option to renew with board approval. Quarterly condo association fee includes Building Exterior Maintenance, Common Area Maintenance, Condo Association Insurance, Exterior & Unit Interior Exterminating and Reserve Account contributions. Off street parking, 2 dedicated parking spots directly in front of the condo.

307 Sombrero Blvd Unit 2, Marathon
$2,250,000
3 Beds ⋅ 2 Baths ⋅ 620513 MLS
Welcome to Your Slice of Paradise in the Florida Keys Discover the perfect blend of island charm, waterfront living, and investment potential in this fully furnished, turnkey home in the heart of Marathon. Whether you're searching for a vacation getaway, a full-time residence, or a proven income-producing property, this exceptional home offers it all. Property Highlights 3 Bedrooms | 2 Bathrooms Bonus room/flex space perfect for guests, a home office, or additional living space Fully furnished and move-in ready Excellent vacation rental history 17,000 lb boat lift 150 feet of seawall Private tiki hut for relaxing and entertaining Short walk to Sombrero Beach Just a 3-minute idle boat ride to the open Atlantic Ocean Minutes from the iconic Sombrero Key Lighthouse Exceptional boating access with quick ocean access Beautiful outdoor living spaces designed to embrace the Florida Keys lifestyle Wake up to gentle ocean breezes, spend your days boating or relaxing on the beach, and unwind beneath the tiki hut as the sun sets. With outstanding boating access, a sought-after location, and a successful vacation rental history, this waterfront retreat is the perfect opportunity to experience the very best of island living. Live like you're on vacation every day in the beautiful Florida Keys.

64 Tingler Ln, Marathon
$599,999
2 Beds ⋅ 2 Baths ⋅ 620509 MLS
Welcome to Bonefish Towers - the tallest building in the Florida Keys! This rare 1st -floor unit offers breathtaking panoramic views of both the Atlantic Ocean and the Bay, creating a front-row seat to spectacular sunsets, passing boats, and the beauty of Key Colony Beach. Inside, you'll find a spacious 2-bedroom, 2-bathroom layout featuring two screened-in porches - perfect for morning coffee or evening cocktails with a view. The open floor plan is filled with natural light and includes floor-to-ceiling sliding glass doors, two large walk-in closets, and a private en-suite in the primary bedroom. Bonefish Towers is a full-service oceanfront community with resort-style amenities including: Heated pool with tiki hut and pool house Tennis and pickleball courts, Brand-new fitness center, Billiards and recreation room with big screen TV, Sauna and beach area, Fishing pier with fish cleaning stations, BBQ grills and outdoor dining spaces, Marina and paddleboard-friendly canal, 24-hour security and on-site management. With ample parking, low HOA fees (includes insurance, cable, internet, water, parking, and exterior maintenance), and a prime location, this unit is ideal as a primary home, vacation getaway, or Investment property. Don't miss your chance to own a slice of paradise at Bonefish Towers - the only high-rise in the Keys!

2000 Coco Plum Dr Unit 106, Marathon
$1,525,000
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
$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
$3,500,000
5 Beds ⋅ 3 Baths ⋅ 620480 MLS
Gulf Views with lots of living indoors and out! Looking for a spacious home with 5 bedrooms and 3 baths, a very large pool, easy boating access and 112' of concrete dockage. House is U shaped and takes advantage of pool views from practically every room. Located in the exclusive Roosevelt Point subdivision on a quiet Gulf side street. Situated on two lots that can be separated. This property is already licensed for vacation rentals and has future rentals in place. Loads of parking for your RV, Boats and Toys.

555 70th St, Marathon
$2,399,000
4 Beds ⋅ 5 Baths ⋅ 620464 MLS
Experience the best of Florida Keys waterfront living in this stunning canal-front home, built in 2019 and thoughtfully designed for both luxury and comfort. This fully furnished 4-bedroom, 5-bath residence offers an open-concept floor plan with a beautifully appointed kitchen featuring stainless steel appliances, ample cabinetry, and generous space for entertaining. Step outside to your private backyard oasis complete with a heated pool, outdoor kitchen, and 75 feet of dockage, providing easy boating access. Additional features include a separate laundry room, downstairs storage for all your boating and fishing gear. Located in a highly desirable neighborhood, this home is ideal as a primary residence, vacation getaway, or investment property. Whether you're relaxing poolside, entertaining family and friends, or heading out on the water, this property offers the perfect blend of luxury, convenience, and the laid-back Florida Keys lifestyle.

211 Bruce Ct, Marathon
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 620352 MLS
This 3 bedroom Beach Home is found in a PRIME location at Tranquility Bay Resort. Additionally this property offers the largest floor plan with an extended dining space with natural light flowing in from all around the surrounding sandy beaches. Beautifully designed and located directly on the WHITE SANDY BEACH- an excellent choice for families or groups. With spacious layouts and modern amenities, this home provides a comfortable and relaxing environment for your entire family to enjoy. INVESTMENT POTENTIAL IN THIS LOCATION is exceptional and with Tranquility Bays' reputation and high occupancy rates, the property has strong rental potential, especially for vacationers seeking a luxurious getaway. The ability to reserve personal time while still generating income makes it an attractive option for investors. Make this your income producing family place to make memories for a lifetime. The lagoon-style pool offers a tropical feel, perfect for unwinding under the sun. The onsite Butterfly Cafe Restaurant is a long standing favorite of locals, which in itself speaks volumes. The restaurant overlooking the pool and grounds is a convenient option for guests to enjoy dining without leaving the resort. The fitness center, adult pool, and putting green add to the recreational options available. Being located on the white sandy beach is exclusive to ONLY a handful of beach homes. The location also allows for easy access to water activities like swimming, snorkeling, and kayaking. After a day in the sand or on the water take in our Breathtaking Florida Keys sunsets from your expansive porch. The surrounding area is rich with opportunities for exploring nature, local wildlife, and the vibrant marine ecosystem in our FABULOUS Florida Keys! Call for further details.

2600 Overseas Highway Unit 5, Marathon
$370,000
1 Baths ⋅ 620452 MLS
Experience elevated island living at Ocean Isles Fishing Village, a beautifully rebuilt 7-acre gated oceanfront community in the heart of the Florida Keys. These newly constructed concrete block residences are built above flood elevation and offer the rare advantage of 7-day rentals, making them an exceptional choice for a vacation getaway, income-producing investment, or full-time residence. This immaculate, spacious studio is currently operating as a successful short-term rental with existing reservations in place. The new owner has the flexibility to honor the bookings for immediate rental income or cancel them for personal use. Thoughtfully designed for comfort and functionality, the studio features a queen-size Murphy bed that easily folds away to maximize living space during the day, tile flooring throughout, a full kitchen with new appliances, and an LG washer/dryer tower. The monthly HOA fee of just $528 includes both wind and flood insurance, providing exceptional value and added peace of mind. Residents enjoy an outstanding collection of resort-style amenities, including an Olympic-size waterfront pool overlooking the marina, an air-conditioned clubhouse, tiki huts, grilling areas, an ice machine, and fish-cleaning stations. Boating enthusiasts will appreciate the private boat ramp, assigned owner boat slips, and the newly rebuilt seawall, bulkhead, docks, and protected marina, safely sheltered by Jack Tar Flats. Ideally located in the heart of Marathon, Ocean Isles Fishing Village is just minutes from restaurants, shopping, attractions, and the airport. With quick access to both the Atlantic Ocean and the Gulf, world-class fishing, diving, boating, and island adventures are always within easy reach. Don't miss this rare opportunity to own an affordable piece of paradise in the Florida Keys, where resort-style amenities, an unbeatable boating lifestyle, and exceptional investment potential come together in one spectacular waterfront community.

10877 Overseas Hwy Unit APT 35, Marathon