$2,695,000 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. 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
$1,900,000 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. 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
$2,150,000 Situated on a corner lot in a quiet neighborhood, this spacious, professionally designed, and meticulously maintained two-story, 5-bedroom, 3-bath home offers the best of luxurious island living. The open floor plan with vaulted ceilings creates a bright and inviting space, perfect for entertaining. The modern kitchen features a large island ideal for gathering with family and friends. Proudly owned by the second owners since the home was custom built by the original owner in 1994. Enjoy the convenience of an enclosed garage, a large laundry and utility area, and additional covered parking. Outdoor highlights include a widow's walk, open balconies, and ample room for a pool. New metal roof in 2024. Boaters will love the 65 feet of concrete dockage with davits—just minutes to the Gulf and a quick ride to the Ocean side via Vaca Cut. 5 Beds ⋅ 3 Baths ⋅ 620169 MLS Situated on a corner lot in a quiet neighborhood, this spacious, professionally designed, and meticulously maintained two-story, 5-bedroom, 3-bath home offers the best of luxurious island living. The open floor plan with vaulted ceilings creates a bright and inviting space, perfect for entertaining. The modern kitchen features a large island ideal for gathering with family and friends. Proudly owned by the second owners since the home was custom built by the original owner in 1994. Enjoy the convenience of an enclosed garage, a large laundry and utility area, and additional covered parking. Outdoor highlights include a widow's walk, open balconies, and ample room for a pool. New metal roof in 2024. Boaters will love the 65 feet of concrete dockage with davits—just minutes to the Gulf and a quick ride to the Ocean side via Vaca Cut. 180 Ana Ct, Marathon
$2,950,000 An Exquisite Tropical keys living experience awaits. A natural setting with sunset views in the warmth of a coastal home located along this beautiful bayside waterfront corner lot. This home is surrounded by 155 feet of seawall & a fabulous 35+ foot dock equipped with a 13,000 lb boat lift with 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 stilted home provides tranquil privacy & easy living. A concrete pad below provides lots of covered out door living space along with an enclosed a flex space area plus a double car garage that can handle 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 into the bay give you easy access to launch 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. A tru 3 Beds ⋅ 2 Baths ⋅ 619945 MLS An Exquisite Tropical keys living experience awaits. A natural setting with sunset views in the warmth of a coastal home located along this beautiful bayside waterfront corner lot. This home is surrounded by 155 feet of seawall & a fabulous 35+ foot dock equipped with a 13,000 lb boat lift with 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 stilted home provides tranquil privacy & easy living. A concrete pad below provides lots of covered out door living space along with an enclosed a flex space area plus a double car garage that can handle 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 into the bay give you easy access to launch 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. A tru 217 Bruce Ct, Marathon
$2,950,000 Experience stunning water views from this exceptional 4-bedroom, 3-bath home situated on a desirable bayside corner lot. This property offers extensive dockage with a step down, custom-built steel bumpers, accommodating multiple vessels with ease. With approximately 190 feet of waterfront, you can unwind by the beautiful swimming pool and hot tub while enjoying serene lagoon views. The home is offered fully furnished and features an updated kitchen with stainless steel appliances and quartz counters, newer A/C, impact windows, and an interior laundry room with custom cabinetry. Weekly rentals are permitted, adding excellent investment potential. Enjoy outstanding views from the living area and balcony, as well as canal views from 2 of the bedrooms. This is the perfect spot for kayaking, paddleboarding, and fishing directly from your private dock. The deep water access allows for large vessels, and there is ample parking for all your toys. A public boat ramp is conveniently located just a few blocks away. Additional highlights include a dedicated rod-and-reel room/lower-level storage area just steps from the dock, a fish-cleaning station with running water, an outdoor shower, and concrete steps providing easy kayak and paddleboard launch access. Tons of storage space downstairs on an oversized lot. This is a true boater's paradise--perfectly equipped for relaxation, recreation, and coastal living at its finest. 4 Beds ⋅ 3 Baths ⋅ 617358 MLS Experience stunning water views from this exceptional 4-bedroom, 3-bath home situated on a desirable bayside corner lot. This property offers extensive dockage with a step down, custom-built steel bumpers, accommodating multiple vessels with ease. With approximately 190 feet of waterfront, you can unwind by the beautiful swimming pool and hot tub while enjoying serene lagoon views. The home is offered fully furnished and features an updated kitchen with stainless steel appliances and quartz counters, newer A/C, impact windows, and an interior laundry room with custom cabinetry. Weekly rentals are permitted, adding excellent investment potential. Enjoy outstanding views from the living area and balcony, as well as canal views from 2 of the bedrooms. This is the perfect spot for kayaking, paddleboarding, and fishing directly from your private dock. The deep water access allows for large vessels, and there is ample parking for all your toys. A public boat ramp is conveniently located just a few blocks away. Additional highlights include a dedicated rod-and-reel room/lower-level storage area just steps from the dock, a fish-cleaning station with running water, an outdoor shower, and concrete steps providing easy kayak and paddleboard launch access. Tons of storage space downstairs on an oversized lot. This is a true boater's paradise--perfectly equipped for relaxation, recreation, and coastal living at its finest. 123 W Bruce Ct, Marathon
$2,550,000 HUGE 4 Bed 4 Bath Concrete Home with pool and hot tub, and 75' of dockage on a deep and clear canal. Newer (2022) Custom Concrete home with just under 2100 square feet with 3 Master Suites! Split Floor Plan with 10' ceilings, a huge open space living area with 2 of the Master Suites having direct access to the back porch. 550 sq ft of covered porch upstairs with built in Grill and Sink. Top of the line Jenn-Air appliances and Quartz and Stone Counters throughout. Tile Floors and being sold completely turnkey! Successful Vacation Rental that grossed over $250K in 2024 and 2025. Metal Roof and Impact Sliders, Doors and Windows ensuring the cheapest insurances possible. Foam board exterior concrete block walls. Closed cell spray foam insulation first floor, Tongue and groove exterior ceilings, open cell spray foam insulation in attic. Outside you are greeted by a huge outdoor living area with pool, hot tub and 75' of composite decking/dock. Easy Gulf access for boating, and a great place to kayak and paddleboard in the open bay at the end of the canal. There is a public boat ramp just down the street too! 350' Storage area downstairs with French Doors. Also has 2 Washers and Dryers, making it easier for someone doing vacation rentals. Whether a vacation rental investment property or just the perfect Family Compound, this home checks a lot of boxes. Set up your showing today! 4 Beds ⋅ 4 Baths ⋅ 617355 MLS HUGE 4 Bed 4 Bath Concrete Home with pool and hot tub, and 75' of dockage on a deep and clear canal. Newer (2022) Custom Concrete home with just under 2100 square feet with 3 Master Suites! Split Floor Plan with 10' ceilings, a huge open space living area with 2 of the Master Suites having direct access to the back porch. 550 sq ft of covered porch upstairs with built in Grill and Sink. Top of the line Jenn-Air appliances and Quartz and Stone Counters throughout. Tile Floors and being sold completely turnkey! Successful Vacation Rental that grossed over $250K in 2024 and 2025. Metal Roof and Impact Sliders, Doors and Windows ensuring the cheapest insurances possible. Foam board exterior concrete block walls. Closed cell spray foam insulation first floor, Tongue and groove exterior ceilings, open cell spray foam insulation in attic. Outside you are greeted by a huge outdoor living area with pool, hot tub and 75' of composite decking/dock. Easy Gulf access for boating, and a great place to kayak and paddleboard in the open bay at the end of the canal. There is a public boat ramp just down the street too! 350' Storage area downstairs with French Doors. Also has 2 Washers and Dryers, making it easier for someone doing vacation rentals. Whether a vacation rental investment property or just the perfect Family Compound, this home checks a lot of boxes. Set up your showing today! 207 E Bruce Ct, Marathon