$3,475,000 Luxury 5-Bedroom Waterfront Home in the Florida Keys Welcome to your dream retreat in Marathon, Florida! This stunning 5-bedroom, 5.5-bath residence sits on the desirable bay side, offering breathtaking water views and endless sunsets. Perfectly designed for comfort and entertaining, the home features an open-concept living space, gourmet kitchen, and spacious bedrooms with en-suite baths for ultimate privacy. Step outside to enjoy resort-style living with a sparkling pool, expansive patio, and direct access to the bay. Boating enthusiasts will love the assigned dock slip, making days on the water effortless. Whether you're seeking a full-time residence, vacation getaway, or investment property, this home delivers the ultimate Keys lifestyle--luxury, relaxation, and adventure right at your doorstep. 5 Beds ⋅ 6 Baths ⋅ 621813 MLS Luxury 5-Bedroom Waterfront Home in the Florida Keys Welcome to your dream retreat in Marathon, Florida! This stunning 5-bedroom, 5.5-bath residence sits on the desirable bay side, offering breathtaking water views and endless sunsets. Perfectly designed for comfort and entertaining, the home features an open-concept living space, gourmet kitchen, and spacious bedrooms with en-suite baths for ultimate privacy. Step outside to enjoy resort-style living with a sparkling pool, expansive patio, and direct access to the bay. Boating enthusiasts will love the assigned dock slip, making days on the water effortless. Whether you're seeking a full-time residence, vacation getaway, or investment property, this home delivers the ultimate Keys lifestyle--luxury, relaxation, and adventure right at your doorstep. 990 41st St Unit 10, Marathon
$1,975,000 Vacant Bay Side Lot with Dock Slip - Marathon, FL Build your dream home in the heart of the Florida Keys! This vacant lot on the bay side offers a rare opportunity to create your own tropical retreat. Enjoy direct access to the water with an assigned boat dock slip--perfect for boating, fishing, and soaking in stunning Keys sunsets. Located in a desirable Marathon community, this property combines convenience with the unmatched beauty of island living. Whether you're planning a full-time residence, vacation home, or investment property, this lot provides the perfect foundation for your vision. 621812 MLS Vacant Bay Side Lot with Dock Slip - Marathon, FL Build your dream home in the heart of the Florida Keys! This vacant lot on the bay side offers a rare opportunity to create your own tropical retreat. Enjoy direct access to the water with an assigned boat dock slip--perfect for boating, fishing, and soaking in stunning Keys sunsets. Located in a desirable Marathon community, this property combines convenience with the unmatched beauty of island living. Whether you're planning a full-time residence, vacation home, or investment property, this lot provides the perfect foundation for your vision. 990 41st St Unit 7, Marathon
$339,000 Create your own waterfront retreat on this exceptional 11,600-square-foot bayfront lot in Stirrup Key, one of Marathon's most desirable gated communities. With open-water views and room to design a custom residence, this property offers an inviting setting for a home that embraces the beauty of the Florida Keys. Envision light-filled living spaces, expansive windows framing the bay, and outdoor areas designed for relaxing and entertaining. The generous lot provides space to explore your vision, while Stirrup Key's deed restrictions help preserve the neighborhood's distinctive residential character. Located within the City of Marathon, this private community places you close to exceptional fishing, boating, local dining, and everyday conveniences. Whether you envision a full-time residence or a seasonal escape, this bayfront parcel offers the opportunity to create a home tailored to your lifestyle in the heart of the Keys. 621576 MLS Create your own waterfront retreat on this exceptional 11,600-square-foot bayfront lot in Stirrup Key, one of Marathon's most desirable gated communities. With open-water views and room to design a custom residence, this property offers an inviting setting for a home that embraces the beauty of the Florida Keys. Envision light-filled living spaces, expansive windows framing the bay, and outdoor areas designed for relaxing and entertaining. The generous lot provides space to explore your vision, while Stirrup Key's deed restrictions help preserve the neighborhood's distinctive residential character. Located within the City of Marathon, this private community places you close to exceptional fishing, boating, local dining, and everyday conveniences. Whether you envision a full-time residence or a seasonal escape, this bayfront parcel offers the opportunity to create a home tailored to your lifestyle in the heart of the Keys. 313 Stirrup, Marathon
$14,999,000 Set across three parcels totaling approximately 10.46 acres, this extraordinary Gulf-front estate offers 6,661 sq. ft. of living space, 6 bedrooms and 6.5 baths in a setting defined by privacy, craftsmanship and panoramic water views. Designed by D'Asign Source and completed in 2016, the residence was constructed to exceptional standards with 120 concrete pilings to bedrock, galvanized steel framing, impact-rated openings and a standing seam metal roof. Inside, soaring ceilings, intricate tray ceilings, solid mahogany doors and expansive Weiland sliders create a seamless connection to the Gulf. The chef's kitchen features Blue Louise granite, an onyx backsplash, Wood-Mode cabinetry, Wolf and Sub-Zero appliances and a butler's pantry. Additional highlights include a temperature-controlled 1,000-bottle wine cellar, commercial-grade elevator, smart-home technology and an impressive McIntosh home theater with 130'' screen and Sony laser projector. Outdoors, a heated and chilled zero-edge saltwater pool and spa overlook the Gulf, complemented by a swim-up bar, waterside fire pit, putting green and saltwater basin stocked with local marine life. Boaters will appreciate the illuminated dock, 100,000-lb lift accommodating vessels up to 55' and additional 10,000-lb lift. A private walking trail winds through the additional acreage, while the rooftop deck captures sweeping water views from sunrise to sunset. Extensive infrastructure includes a 135 kW whole-house generator, buried propane storage, reverse-osmosis drinking water, whole-house water softening, irrigation and Coastal Source outdoor lighting and audio. Rarely does an estate of this scale combine expansive Gulf frontage, exceptional boating, substantial acreage and uncompromising craftsmanship in the heart of the Florida Keys. 6 Beds ⋅ 7 Baths ⋅ 621538 MLS Set across three parcels totaling approximately 10.46 acres, this extraordinary Gulf-front estate offers 6,661 sq. ft. of living space, 6 bedrooms and 6.5 baths in a setting defined by privacy, craftsmanship and panoramic water views. Designed by D'Asign Source and completed in 2016, the residence was constructed to exceptional standards with 120 concrete pilings to bedrock, galvanized steel framing, impact-rated openings and a standing seam metal roof. Inside, soaring ceilings, intricate tray ceilings, solid mahogany doors and expansive Weiland sliders create a seamless connection to the Gulf. The chef's kitchen features Blue Louise granite, an onyx backsplash, Wood-Mode cabinetry, Wolf and Sub-Zero appliances and a butler's pantry. Additional highlights include a temperature-controlled 1,000-bottle wine cellar, commercial-grade elevator, smart-home technology and an impressive McIntosh home theater with 130'' screen and Sony laser projector. Outdoors, a heated and chilled zero-edge saltwater pool and spa overlook the Gulf, complemented by a swim-up bar, waterside fire pit, putting green and saltwater basin stocked with local marine life. Boaters will appreciate the illuminated dock, 100,000-lb lift accommodating vessels up to 55' and additional 10,000-lb lift. A private walking trail winds through the additional acreage, while the rooftop deck captures sweeping water views from sunrise to sunset. Extensive infrastructure includes a 135 kW whole-house generator, buried propane storage, reverse-osmosis drinking water, whole-house water softening, irrigation and Coastal Source outdoor lighting and audio. Rarely does an estate of this scale combine expansive Gulf frontage, exceptional boating, substantial acreage and uncompromising craftsmanship in the heart of the Florida Keys. 1153 70th St, Marathon
$4,950,000 Introducing - Casa Del Mar Estate - this exceptional new home offers a rare level of privacy, scale, and waterfront living on an expansive 26,000+ square foot lot accessed by a private road. Designed to take full advantage of its spectacular setting, the property enjoys unobstructed ocean views and an effortless connection between the residence and the surrounding water. The main living quarters offer four bedrooms and three bathrooms, complemented by substantial finished storage space on the lower level. Built with quality and longevity in mind, the residence features impact-resistant windows and doors, a durable metal roof, concrete construction, and premium finishes throughout, offering the ideal combination of style, security, and peace of mind for waterfront living in the Florida Keys. Beyond the residence, the grounds have been thoughtfully designed for refined outdoor living and entertaining, with a resort-style pool positioned directly toward the ocean and a beautifully appointed gazebo creating the perfect setting for sunset gatherings and private celebrations. An outdoor kitchen, pool table, and table tennis area further extend the living space outdoors, creating an environment equally suited to relaxed afternoons with family or elegant entertaining with guests. The waterfront experience is equally impressive, with generous dockage and a new 20,000-pound boat lift, providing exceptional convenience for boating. Two substantial outdoor sheds offer additional storage for boat side essentials, tools, fishing equipment, and water toys, while the expansive grounds provide something rarely found in the Keys: meaningful room for future expansion. A generous portion of the property remains available for new owners to reimagine and potentially add a guest house, A rare combination of privacy, expansive oceanfront grounds, unobstructed views, exceptional boating amenities, and future expansion potential, offering the ultimate Florida Keys lifestyle. 4 Beds ⋅ 3 Baths ⋅ 621424 MLS Introducing - Casa Del Mar Estate - this exceptional new home offers a rare level of privacy, scale, and waterfront living on an expansive 26,000+ square foot lot accessed by a private road. Designed to take full advantage of its spectacular setting, the property enjoys unobstructed ocean views and an effortless connection between the residence and the surrounding water. The main living quarters offer four bedrooms and three bathrooms, complemented by substantial finished storage space on the lower level. Built with quality and longevity in mind, the residence features impact-resistant windows and doors, a durable metal roof, concrete construction, and premium finishes throughout, offering the ideal combination of style, security, and peace of mind for waterfront living in the Florida Keys. Beyond the residence, the grounds have been thoughtfully designed for refined outdoor living and entertaining, with a resort-style pool positioned directly toward the ocean and a beautifully appointed gazebo creating the perfect setting for sunset gatherings and private celebrations. An outdoor kitchen, pool table, and table tennis area further extend the living space outdoors, creating an environment equally suited to relaxed afternoons with family or elegant entertaining with guests. The waterfront experience is equally impressive, with generous dockage and a new 20,000-pound boat lift, providing exceptional convenience for boating. Two substantial outdoor sheds offer additional storage for boat side essentials, tools, fishing equipment, and water toys, while the expansive grounds provide something rarely found in the Keys: meaningful room for future expansion. A generous portion of the property remains available for new owners to reimagine and potentially add a guest house, A rare combination of privacy, expansive oceanfront grounds, unobstructed views, exceptional boating amenities, and future expansion potential, offering the ultimate Florida Keys lifestyle. 143 Dorsett Dr, Marathon
$799,000 Welcome to Villa #3, a turnkey, fully furnished 3-bedroom, 3-bath villa offering 1,493 sq. ft. in a private gated bayfront community in Marathon. With 7-day rentals allowed and rental income already being produced, this property offers excellent flexibility as a vacation rental, second home, or Florida Keys getaway. Beautifully decorated in warm coastal style, the villa features an open-concept living, dining, and kitchen area with bar seating, stainless steel appliances, and a fully equipped kitchen. The spacious layout includes two primary suites with en-suite baths, a third bedroom and full bath, washer and dryer, owner's closet, and multiple private balconies. Impact-resistant windows and doors and a pre-built elevator shaft add additional value. A standout feature is the expansive private concrete rooftop terrace with panoramic views of the Gulf, Vaca Cut and Marathon--perfect for sunset cocktails and entertaining. Outdoor amenities include covered parking for at least two vehicles, a grill, seating area, bait freezer, kayaks, and sunshades. The community offers a pool, dockage, and waterfront common areas with beautiful bay views. Association services include water, sewer, trash, landscaping, and pool maintenance. Fully furnished and ready to enjoy from day one, Villa #3 combines the Florida Keys lifestyle with the added advantage of weekly rental flexibility and income potential. 3 Beds ⋅ 3 Baths ⋅ 621323 MLS Welcome to Villa #3, a turnkey, fully furnished 3-bedroom, 3-bath villa offering 1,493 sq. ft. in a private gated bayfront community in Marathon. With 7-day rentals allowed and rental income already being produced, this property offers excellent flexibility as a vacation rental, second home, or Florida Keys getaway. Beautifully decorated in warm coastal style, the villa features an open-concept living, dining, and kitchen area with bar seating, stainless steel appliances, and a fully equipped kitchen. The spacious layout includes two primary suites with en-suite baths, a third bedroom and full bath, washer and dryer, owner's closet, and multiple private balconies. Impact-resistant windows and doors and a pre-built elevator shaft add additional value. A standout feature is the expansive private concrete rooftop terrace with panoramic views of the Gulf, Vaca Cut and Marathon--perfect for sunset cocktails and entertaining. Outdoor amenities include covered parking for at least two vehicles, a grill, seating area, bait freezer, kayaks, and sunshades. The community offers a pool, dockage, and waterfront common areas with beautiful bay views. Association services include water, sewer, trash, landscaping, and pool maintenance. Fully furnished and ready to enjoy from day one, Villa #3 combines the Florida Keys lifestyle with the added advantage of weekly rental flexibility and income potential. 12400 Overseas Hwy Unit Villa 3, Marathon
$3,300,000 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. 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
$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
$5,499,000 At the very tip of a private peninsula in the heart of the Florida Keys, this stunning Gulffront property delivers the ultimate waterfront lifestyle. Built in 2022, this 4,146 sq. ft. Coastal Modern residence was crafted by one of Marathon's premier builders with meticulous attention to detail, blending clean architectural lines with the relaxed elegance of island living. From the moment you arrive, the Gulf is your constant backdrop. Expansive walls of glass flood the interiors with natural light and frame endless turquoise waters. Every living area, from the two spacious lounges to the gourmet kitchen, was designed to maximize the view and the connection to the outdoors. The chef's kitchen is both beautiful and functional, featuring waterfall-edge quartz counters, premium stainless appliances, and abundant prep space. Whether hosting a casual brunch or an elegant dinner, this open-concept space flows seamlessly to indoor and outdoor gathering areas. Five ensuite bedrooms provide private sanctuaries for family and guests. The primary suite is a haven unto itself, offering a sitting area, spa-inspired bath, and a private porch where morning coffee comes with dolphin sightings and golden sunrises. Step outside to a personal resort: a shimmering pool with sun shelf, expansive patios for lounging, and a palm-lined peninsula with a fire pit at its tip. A deep-water dock, private boat basin, and 4-post lift make boating effortless, with 5' control depth ensuring smooth access to open water. This home offers the convenience of an elevator, an oversized 2-car garage, and low-maintenance construction designed for coastal living. Located 5 minutes from Marathon Jet Center, you can go from tarmac to tiki torch in record time. Whether it's a weekend escape, seasonal retreat, or full-time residence, this Gulf Front estate offers something truly rare: privacy, luxury, and the beauty of the Keys wrapped into one extraordinary address. Fantastic Rental History. Offer Turnkey. 5 Beds ⋅ 5 Baths ⋅ 621212 MLS At the very tip of a private peninsula in the heart of the Florida Keys, this stunning Gulffront property delivers the ultimate waterfront lifestyle. Built in 2022, this 4,146 sq. ft. Coastal Modern residence was crafted by one of Marathon's premier builders with meticulous attention to detail, blending clean architectural lines with the relaxed elegance of island living. From the moment you arrive, the Gulf is your constant backdrop. Expansive walls of glass flood the interiors with natural light and frame endless turquoise waters. Every living area, from the two spacious lounges to the gourmet kitchen, was designed to maximize the view and the connection to the outdoors. The chef's kitchen is both beautiful and functional, featuring waterfall-edge quartz counters, premium stainless appliances, and abundant prep space. Whether hosting a casual brunch or an elegant dinner, this open-concept space flows seamlessly to indoor and outdoor gathering areas. Five ensuite bedrooms provide private sanctuaries for family and guests. The primary suite is a haven unto itself, offering a sitting area, spa-inspired bath, and a private porch where morning coffee comes with dolphin sightings and golden sunrises. Step outside to a personal resort: a shimmering pool with sun shelf, expansive patios for lounging, and a palm-lined peninsula with a fire pit at its tip. A deep-water dock, private boat basin, and 4-post lift make boating effortless, with 5' control depth ensuring smooth access to open water. This home offers the convenience of an elevator, an oversized 2-car garage, and low-maintenance construction designed for coastal living. Located 5 minutes from Marathon Jet Center, you can go from tarmac to tiki torch in record time. Whether it's a weekend escape, seasonal retreat, or full-time residence, this Gulf Front estate offers something truly rare: privacy, luxury, and the beauty of the Keys wrapped into one extraordinary address. Fantastic Rental History. Offer Turnkey. 875 50th St, Marathon
$999,000 THE LOWEST-PRICED UNIT CURRENTLY ON THE MARKET AT INDIGO REEF, OFFERED UNDER $1 MILLION! WOW! An incredible opportunity to own in one of Marathon's most sought-after Gulf-front communities at a price rarely seen. Fully Furnished, turn-key, and ready for its next owner! Tucked away on more than 10 acres along the Gulf of Mexico, Indigo Reef offers the perfect combination of privacy, resort-style amenities, boating, and convenience, all just minutes from the heart of Marathon. Villa 23 is a spacious 3-bedroom, 2.5-bath townhome offering approximately 1,600 sq. ft., an open-concept floor plan, vaulted ceilings in the primary bedroom, and beautiful, unobstructed Gulf views from inside the villa and its covered porches. Freshly painted interior in 2025, the home features tile flooring, granite countertops, stainless steel appliances, and comes fully furnished and turn-key. For boaters, a separately deeded 35-ft boat slip conveys with the property and is located just steps from the villa, with quick access to both the Gulf and Atlantic through Vaca Cut. Spend the day fishing or boating, then come home, pour a Key lime margarita, and watch another unforgettable Keys sunset from your own Gulf-view porch. Indigo Reef offers a heated resort-style pool, fitness room, ice machine, kayak storage, lush tropical grounds, gated entry, and generous owner storage in the climate-controlled HOA building with room for bikes, fishing gear, and more. The villa also includes a covered parking space conveniently located near the unit, with additional parking available. Weekly vacation rentals are permitted, offering flexibility as a vacation home, investment property, or your own private Keys escape. With open-water views, deeded boating, resort-style amenities, weekly rental potential, furnishings included, and a price under $1M, Villa 23 represents an exceptional opportunity at Indigo Reef. Don't miss your chance to own a piece of the Keys lifestyle at an incredible value. 3D tou 3 Beds ⋅ 3 Baths ⋅ 621097 MLS THE LOWEST-PRICED UNIT CURRENTLY ON THE MARKET AT INDIGO REEF, OFFERED UNDER $1 MILLION! WOW! An incredible opportunity to own in one of Marathon's most sought-after Gulf-front communities at a price rarely seen. Fully Furnished, turn-key, and ready for its next owner! Tucked away on more than 10 acres along the Gulf of Mexico, Indigo Reef offers the perfect combination of privacy, resort-style amenities, boating, and convenience, all just minutes from the heart of Marathon. Villa 23 is a spacious 3-bedroom, 2.5-bath townhome offering approximately 1,600 sq. ft., an open-concept floor plan, vaulted ceilings in the primary bedroom, and beautiful, unobstructed Gulf views from inside the villa and its covered porches. Freshly painted interior in 2025, the home features tile flooring, granite countertops, stainless steel appliances, and comes fully furnished and turn-key. For boaters, a separately deeded 35-ft boat slip conveys with the property and is located just steps from the villa, with quick access to both the Gulf and Atlantic through Vaca Cut. Spend the day fishing or boating, then come home, pour a Key lime margarita, and watch another unforgettable Keys sunset from your own Gulf-view porch. Indigo Reef offers a heated resort-style pool, fitness room, ice machine, kayak storage, lush tropical grounds, gated entry, and generous owner storage in the climate-controlled HOA building with room for bikes, fishing gear, and more. The villa also includes a covered parking space conveniently located near the unit, with additional parking available. Weekly vacation rentals are permitted, offering flexibility as a vacation home, investment property, or your own private Keys escape. With open-water views, deeded boating, resort-style amenities, weekly rental potential, furnishings included, and a price under $1M, Villa 23 represents an exceptional opportunity at Indigo Reef. Don't miss your chance to own a piece of the Keys lifestyle at an incredible value. 3D tou 11600 1st Ave Unit 23, Marathon
$4,999,999 Looking for one of the most unique Bayfront Estates in the Florida keys, well you just found it. Just over 3 acres located on the Gulf of America. What makes the property so unique first and foremost is the privacy it offers. Upon entering the double gate, you are surrounded by huge trees, heavy foliage and vegetation which provides you with complete privacy. There are walking trails all through the entire property, including out to the Bayfront to enjoy some of the most spectacular year round sunsets you will ever see. The property directly to the North is a preserve called, Crane Point Hammock and Museum & Nature Trails. The subject property boasts its own huge boat basin with new custom Ipe wooden dock to accommodate large vessels and/or multiple vessels with two 50 AMP services, all the power you may need. There is a separate dock and slip tucked inside the private boat basin the owner had custom built for his 52 foot Viking Express. There is also a 20,000 pound boat lift and a small boat ramp for your flats skiff. The main home has that Old Florida Charm, three bedrooms, two baths and great room with exposed beams and tongue and groove ceilings. Take the stairs up you your private master retreat with spectacular views overlooking your private basin and the bay. The home also offers three screened lanais with water views. Attached to the main home is a private, separate entrance apartment with bedroom, bathroom and kitchen for complete privacy from the main living quarters. Across the pavered driveway is the detached three car garage and above offers a 1 bedroom, 1 bath, living room and kitchenette. The property is located 1.5 miles South of Marathon International Airport to make it easy for pilots and chartered jets and prop planes to come and go from this one of a kind Estate. Easy access to the Atlantic Ocean. Looking for peace, privacy and serene relaxing Florida Bay and sunsets views? You just found it!! 5 Beds ⋅ 5 Baths ⋅ 621022 MLS Looking for one of the most unique Bayfront Estates in the Florida keys, well you just found it. Just over 3 acres located on the Gulf of America. What makes the property so unique first and foremost is the privacy it offers. Upon entering the double gate, you are surrounded by huge trees, heavy foliage and vegetation which provides you with complete privacy. There are walking trails all through the entire property, including out to the Bayfront to enjoy some of the most spectacular year round sunsets you will ever see. The property directly to the North is a preserve called, Crane Point Hammock and Museum & Nature Trails. The subject property boasts its own huge boat basin with new custom Ipe wooden dock to accommodate large vessels and/or multiple vessels with two 50 AMP services, all the power you may need. There is a separate dock and slip tucked inside the private boat basin the owner had custom built for his 52 foot Viking Express. There is also a 20,000 pound boat lift and a small boat ramp for your flats skiff. The main home has that Old Florida Charm, three bedrooms, two baths and great room with exposed beams and tongue and groove ceilings. Take the stairs up you your private master retreat with spectacular views overlooking your private basin and the bay. The home also offers three screened lanais with water views. Attached to the main home is a private, separate entrance apartment with bedroom, bathroom and kitchen for complete privacy from the main living quarters. Across the pavered driveway is the detached three car garage and above offers a 1 bedroom, 1 bath, living room and kitchenette. The property is located 1.5 miles South of Marathon International Airport to make it easy for pilots and chartered jets and prop planes to come and go from this one of a kind Estate. Easy access to the Atlantic Ocean. Looking for peace, privacy and serene relaxing Florida Bay and sunsets views? You just found it!! 1590 Pelican Pass, Marathon
$585,000 Enjoy condo living on the Gulf in this two bedroom 2-1/2 bath elevated unit with covered parking for up to 3 vehicles. Excellent choice for a full-time residence, Keys fishing getaway or investment property. Weekly vacation rentals are allowed within this complex. Nicely landscaped, well maintained condo community with dockage, heated pool, and pickleball court. Upstairs is master bedroom with ensuite bathroom, guest bedroom, and full hall bath. Downstairs is an open floor plan with living room, kitchen, dining room, and half bath. Balconies on both levels, new hurricane impact windows and doors, metal roof, concrete construction. Boaters will love the finger piers directly on the Gulf with instant ocean and Gulf access. Vaca Channel is minutes away. New HVAC with heat, new dishwasher, new disposal, new stove and hood. Offered furnished including new queen sleeper sofa, 3 smart TV's. 2 Beds ⋅ 3 Baths ⋅ 620992 MLS Enjoy condo living on the Gulf in this two bedroom 2-1/2 bath elevated unit with covered parking for up to 3 vehicles. Excellent choice for a full-time residence, Keys fishing getaway or investment property. Weekly vacation rentals are allowed within this complex. Nicely landscaped, well maintained condo community with dockage, heated pool, and pickleball court. Upstairs is master bedroom with ensuite bathroom, guest bedroom, and full hall bath. Downstairs is an open floor plan with living room, kitchen, dining room, and half bath. Balconies on both levels, new hurricane impact windows and doors, metal roof, concrete construction. Boaters will love the finger piers directly on the Gulf with instant ocean and Gulf access. Vaca Channel is minutes away. New HVAC with heat, new dishwasher, new disposal, new stove and hood. Offered furnished including new queen sleeper sofa, 3 smart TV's. 12690 Overseas Hwy Unit APT 52, Marathon
$149,500 Harbour Cay Club, Marina, a piece of Marathon history, consists of 24 liveaboard slips situated in a protected basin. Slip 18 can accommodate a 42' LOA x 16' boat. Has 30/50 amp power pedestal. It is a private marina organized as a not-for-profit Florida corporation composed of 24 owners who live aboard their boats. The corporation has 24 shares and members are equity owners entitled to all the amenities of this immaculately maintained marina. The property includes a clubhouse with kitchen,, a guest quarter that can sleep six, two community bathrooms with showers, a laundry room, and a well-appointed workshop. Set on nearly an acre and half - enjoy breathtaking sunset views from the spacious Tiki Hut and Lanai. Rentals not allowed... Taxes are split among 24 owners. The buyer and their boat must be approved by Harbour Cay Club Marina Board of Directors. Visit: https://harbourcayclub.mycommunitysite.co/ 620982 MLS Harbour Cay Club, Marina, a piece of Marathon history, consists of 24 liveaboard slips situated in a protected basin. Slip 18 can accommodate a 42' LOA x 16' boat. Has 30/50 amp power pedestal. It is a private marina organized as a not-for-profit Florida corporation composed of 24 owners who live aboard their boats. The corporation has 24 shares and members are equity owners entitled to all the amenities of this immaculately maintained marina. The property includes a clubhouse with kitchen,, a guest quarter that can sleep six, two community bathrooms with showers, a laundry room, and a well-appointed workshop. Set on nearly an acre and half - enjoy breathtaking sunset views from the spacious Tiki Hut and Lanai. Rentals not allowed... Taxes are split among 24 owners. The buyer and their boat must be approved by Harbour Cay Club Marina Board of Directors. Visit: https://harbourcayclub.mycommunitysite.co/ 1466 Overseas Hwy Unit Slip 18, Marathon
$3,795,000 NEW CONSTRUCTION | FULLY FURNISHED | 45' BOAT SLIP | OPEN GULF VIEWS Experience elevated Florida Keys living in this newly constructed, fully furnished 5-bedroom, 4-bath waterfront residence in the exclusive gated community of Emerald Flats. Perfectly positioned with unobstructed open Gulf views and no rear neighbors, this exceptional home combines privacy, luxury, and outstanding boating access. Designed to maximize its spectacular waterfront setting, the home features two primary suites, each opening to a full-length deck with breathtaking sunrise and open-water views. Enjoy seamless indoor-outdoor living with a private pool, sandy beach area, and deeded 45' boat slip offering protected deep-water dockage just steps from your door. Home is prepped with an elevator shaft which currenly offers locking owners/ additional storage. Beautifully appointed and offered completely turnkey, the residence is currently operating as a successful vacation rental with an established rental history, providing the opportunity for immediate income while still serving as an exceptional personal retreat. Ideally located in the heart of Marathon, just minutes from world-class fishing, seconds from 7 mile bridge, boating, waterfront dining, beaches, and everything the Florida Keys lifestyle has to offer. A rare opportunity to own a new-construction, turnkey Gulf-front home with spectacular open-water views, dual primary suites, exceptional boating access, and income potential. 5 Beds ⋅ 4 Baths ⋅ 620953 MLS NEW CONSTRUCTION | FULLY FURNISHED | 45' BOAT SLIP | OPEN GULF VIEWS Experience elevated Florida Keys living in this newly constructed, fully furnished 5-bedroom, 4-bath waterfront residence in the exclusive gated community of Emerald Flats. Perfectly positioned with unobstructed open Gulf views and no rear neighbors, this exceptional home combines privacy, luxury, and outstanding boating access. Designed to maximize its spectacular waterfront setting, the home features two primary suites, each opening to a full-length deck with breathtaking sunrise and open-water views. Enjoy seamless indoor-outdoor living with a private pool, sandy beach area, and deeded 45' boat slip offering protected deep-water dockage just steps from your door. Home is prepped with an elevator shaft which currenly offers locking owners/ additional storage. Beautifully appointed and offered completely turnkey, the residence is currently operating as a successful vacation rental with an established rental history, providing the opportunity for immediate income while still serving as an exceptional personal retreat. Ideally located in the heart of Marathon, just minutes from world-class fishing, seconds from 7 mile bridge, boating, waterfront dining, beaches, and everything the Florida Keys lifestyle has to offer. A rare opportunity to own a new-construction, turnkey Gulf-front home with spectacular open-water views, dual primary suites, exceptional boating access, and income potential. 813 39th St Gulf St, Marathon
$250,000 Hidden Gem on the beautiful Gulf Side of the Florida Keys! Never miss another sunset right here from your live aboard Marina in the Florida Keys with sunset views overlooking the Gulf of Mexico! This 41' boat slip will accommodate up to a 39' LOA liveaboard boat. This is a private, gated co-op community of 24 slips in Harbour Cay Club. This unique community amenities include a clubhouse, a spacious apartment, full kitchen, tiki hut, internet access, laundry facilities, a bath house and a nicely equipped workshop. Rentals not allowed. Easy to see! Call to schedule your private showing. For additional HCC information, marina layout, photos, aerial videos, go to https://harbourcayclub.mycommunitysite.app/. Taxes are split among 24 owners. Property Lines are approximate. Buyer to verify. 620946 MLS Hidden Gem on the beautiful Gulf Side of the Florida Keys! Never miss another sunset right here from your live aboard Marina in the Florida Keys with sunset views overlooking the Gulf of Mexico! This 41' boat slip will accommodate up to a 39' LOA liveaboard boat. This is a private, gated co-op community of 24 slips in Harbour Cay Club. This unique community amenities include a clubhouse, a spacious apartment, full kitchen, tiki hut, internet access, laundry facilities, a bath house and a nicely equipped workshop. Rentals not allowed. Easy to see! Call to schedule your private showing. For additional HCC information, marina layout, photos, aerial videos, go to https://harbourcayclub.mycommunitysite.app/. Taxes are split among 24 owners. Property Lines are approximate. Buyer to verify. 1466 Overseas Highway Unit 2, Marathon
$330,000 Don't miss this 81', live-aboard slip with OWNED BAY BOTTOM. A-side slips in Sombrero Marina rarely become available. Great Keys space with a fabulous sunset view over Boot Key Harbor in Marathon, the heart of the Keys. Slip measures 81L x 17W at the water and 14.7'W at the dock. A bath house, pump out and laundry facilities are onsite, with 30- and 50-amp service and full-time, onsite dockmaster. Rentals are managed by the dockmaster and Slip A15 has a proven rental income history. Quick deep water access from Boot Key Harbor to the Atlantic Ocean or to the Florida Bay/Gulf via Sister Creek or under the iconic Seven Mile Bridge arc. A full-service, open harborfront bar/restaurant (Dockside) with great live music is at the marina and fuel is nearby. Across from the public golf course, Sombrero Marina offers a wide turning basin and is within walking distance to stores and biking distance to beautiful Sombrero Beach. Enjoy low fees and easy living. This is a GREAT price for a LARGE slip in a FANTASTIC Middle Keys location! 620941 MLS Don't miss this 81', live-aboard slip with OWNED BAY BOTTOM. A-side slips in Sombrero Marina rarely become available. Great Keys space with a fabulous sunset view over Boot Key Harbor in Marathon, the heart of the Keys. Slip measures 81L x 17W at the water and 14.7'W at the dock. A bath house, pump out and laundry facilities are onsite, with 30- and 50-amp service and full-time, onsite dockmaster. Rentals are managed by the dockmaster and Slip A15 has a proven rental income history. Quick deep water access from Boot Key Harbor to the Atlantic Ocean or to the Florida Bay/Gulf via Sister Creek or under the iconic Seven Mile Bridge arc. A full-service, open harborfront bar/restaurant (Dockside) with great live music is at the marina and fuel is nearby. Across from the public golf course, Sombrero Marina offers a wide turning basin and is within walking distance to stores and biking distance to beautiful Sombrero Beach. Enjoy low fees and easy living. This is a GREAT price for a LARGE slip in a FANTASTIC Middle Keys location! 35 Sombrero Blvd Unit A15, Marathon
$1,050,000 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. 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
$820,000 Welcome to your dream retreat, where high-end design effortlessly blends with comfortable coastal living. Completely remodeled with premium upgrades, this bright and spacious 3-bedroom, 2-bathroom condo offers sophisticated island living at its finest. Mix drinks at your custom built-in wet bar featuring a dedicated beverage refrigerator, then enjoy the private lanai with a beautiful partial view of the Gulf. Inside, you will appreciate elegant details like casement impact windows with interior plantation shutters, impact resistant sliding glass doors, custom closets, a chef's kitchen with soft-close cherry wood cabinetry, and two spa-like bathrooms upgraded with luxury Toto bidet toilets. The property also features a dedicated storage unit, perfect for beach gear and fishing tackle. When you are ready to explore, take a short stroll to the iconic Faro Blanco Resort. Lounge by the sparkling resort pool, play a match on the tennis court, or enjoy a meal at the waterfront restaurant and bar. Connected by the Keys' famous scenic bridges, this property puts world-class boating, fishing, and sunsets right at your doorstep. 3 Beds ⋅ 2 Baths ⋅ 620864 MLS Welcome to your dream retreat, where high-end design effortlessly blends with comfortable coastal living. Completely remodeled with premium upgrades, this bright and spacious 3-bedroom, 2-bathroom condo offers sophisticated island living at its finest. Mix drinks at your custom built-in wet bar featuring a dedicated beverage refrigerator, then enjoy the private lanai with a beautiful partial view of the Gulf. Inside, you will appreciate elegant details like casement impact windows with interior plantation shutters, impact resistant sliding glass doors, custom closets, a chef's kitchen with soft-close cherry wood cabinetry, and two spa-like bathrooms upgraded with luxury Toto bidet toilets. The property also features a dedicated storage unit, perfect for beach gear and fishing tackle. When you are ready to explore, take a short stroll to the iconic Faro Blanco Resort. Lounge by the sparkling resort pool, play a match on the tennis court, or enjoy a meal at the waterfront restaurant and bar. Connected by the Keys' famous scenic bridges, this property puts world-class boating, fishing, and sunsets right at your doorstep. 2000 Overseas Hwy Unit 4G, Marathon
$4,399,000 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 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
$725,000 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. 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 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! 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
$1,850,000 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
$1,200,000 Here is your rare waterfront investment consisting of contiguous bay bottom parcels positioned within a naturally protected basin. The expansive footprint provides flexibility for a range of future marine-related possibilities, subject to permitting and regulatory approvals. An exceptional opportunity for investors seeking scarce waterfront assets in the Florida Keys. Conveniently located near Marathon International airport, community boatramps and shopping centers. 620574 MLS Here is your rare waterfront investment consisting of contiguous bay bottom parcels positioned within a naturally protected basin. The expansive footprint provides flexibility for a range of future marine-related possibilities, subject to permitting and regulatory approvals. An exceptional opportunity for investors seeking scarce waterfront assets in the Florida Keys. Conveniently located near Marathon International airport, community boatramps and shopping centers. Marathon Bay Bottom Street Gulf, Marathon
$599,999 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! 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
$1,450,000 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. 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 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. 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
$2,950,000 SELLER MOTIVATED 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. 5 Beds ⋅ 3 Baths ⋅ 620480 MLS SELLER MOTIVATED 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
$799,000 Welcome to Gulfpointe II, a Gulf front community offering lots of amenities including great dockage, large heated and chilled pool and lots of parking. This spacious 2 Bedroom 2 Bath condo offers an open floor plan with panoramic views of the gulf from all angles. Enjoy morning coffee or evening cocktails watching the sunset over the water from one of your. two porches that face different angles so you can capture shade and breezes all day long while enjoying Gulf views. Inside, the open-concept living room is spacious and flooded with natural light, creating a bright and airy feel. The kitchen is functional, with ample counter space for cooking and meal prep and stainless steel appliances. A large island with peninsula seating provides extra seating, perfect for dining or entertaining. The primary bedroom is a private retreat with its own half wrap-around balcony, offering a serene spot to enjoy the views. The room is spacious, with an en suite bathroom featuring double sinks and a generous closet. The guest Bedroom is equally large and comfortable with room for queen and twin beds. Offered furnished and rental ready. Located in Marathon, this condo allows 7 days rentals and offers easy access to local beaches, restaurants, and outdoor activities. With a heated and AC cooled pool, first-come dock, tennis court, 8 boat slips great for family fishing with dock lights, and community pool and Gulfside views this condo is the perfect place to enjoy the best of the Florida Keys. 2 Beds ⋅ 2 Baths ⋅ 620290 MLS Welcome to Gulfpointe II, a Gulf front community offering lots of amenities including great dockage, large heated and chilled pool and lots of parking. This spacious 2 Bedroom 2 Bath condo offers an open floor plan with panoramic views of the gulf from all angles. Enjoy morning coffee or evening cocktails watching the sunset over the water from one of your. two porches that face different angles so you can capture shade and breezes all day long while enjoying Gulf views. Inside, the open-concept living room is spacious and flooded with natural light, creating a bright and airy feel. The kitchen is functional, with ample counter space for cooking and meal prep and stainless steel appliances. A large island with peninsula seating provides extra seating, perfect for dining or entertaining. The primary bedroom is a private retreat with its own half wrap-around balcony, offering a serene spot to enjoy the views. The room is spacious, with an en suite bathroom featuring double sinks and a generous closet. The guest Bedroom is equally large and comfortable with room for queen and twin beds. Offered furnished and rental ready. Located in Marathon, this condo allows 7 days rentals and offers easy access to local beaches, restaurants, and outdoor activities. With a heated and AC cooled pool, first-come dock, tennis court, 8 boat slips great for family fishing with dock lights, and community pool and Gulfside views this condo is the perfect place to enjoy the best of the Florida Keys. 12690 Overseas Hwy Unit APT 310, Marathon
$6,500,000 Presenting an extraordinary pre-construction opportunity to own a luxury oceanfront masterpiece, designed and newly constructed in the prestigious enclave of Shipman Point. Thoughtfully designed to embrace the beauty of the Florida Keys, this sophisticated residence will showcase refined coastal architecture, elevated finishes, and seamless indoor-outdoor living, all set against a backdrop of breathtaking Gulf views. Construction is scheduled to begin soon, offering a limited window for the discerning buyer to collaborate with the builder and personalize select finishes and design elements to create a truly bespoke waterfront retreat. The carefully curated floor plan features expansive living and entertaining spaces, a dramatic open-to-below architectural design, private elevator access, a temperature-controlled wine cellar, and a private guest casita designed for comfort and privacy. Floor-to-ceiling glass invites natural light and panoramic ocean vistas throughout the home, while the gourmet kitchen and elegant gathering spaces flow effortlessly to outdoor terraces overlooking a private resort-style pool, includes a 70-foot private dock with a new boat lift installed. Whether as a primary residence, seasonal retreat, weekly vacation rental or legacy waterfront estate, this is a rare opportunity to secure a brand-new luxury home and influence its final design before completion. Experience the pinnacle of oceanfront living at Shipman Point--where timeless design, exceptional craftsmanship, and the natural beauty of the Florida Keys converge. 4 Beds ⋅ 4 Baths ⋅ 620228 MLS Presenting an extraordinary pre-construction opportunity to own a luxury oceanfront masterpiece, designed and newly constructed in the prestigious enclave of Shipman Point. Thoughtfully designed to embrace the beauty of the Florida Keys, this sophisticated residence will showcase refined coastal architecture, elevated finishes, and seamless indoor-outdoor living, all set against a backdrop of breathtaking Gulf views. Construction is scheduled to begin soon, offering a limited window for the discerning buyer to collaborate with the builder and personalize select finishes and design elements to create a truly bespoke waterfront retreat. The carefully curated floor plan features expansive living and entertaining spaces, a dramatic open-to-below architectural design, private elevator access, a temperature-controlled wine cellar, and a private guest casita designed for comfort and privacy. Floor-to-ceiling glass invites natural light and panoramic ocean vistas throughout the home, while the gourmet kitchen and elegant gathering spaces flow effortlessly to outdoor terraces overlooking a private resort-style pool, includes a 70-foot private dock with a new boat lift installed. Whether as a primary residence, seasonal retreat, weekly vacation rental or legacy waterfront estate, this is a rare opportunity to secure a brand-new luxury home and influence its final design before completion. Experience the pinnacle of oceanfront living at Shipman Point--where timeless design, exceptional craftsmanship, and the natural beauty of the Florida Keys converge. 4800 Overseas Highway Unit 54, Marathon
$849,000 Introducing an exquisite POOLSIDE retreat at Tranquility Bay Beachfront Resort in the heart of the Florida Keys--a pinnacle of refined island sophistication and world-class amenities. This impeccably maintained two-story townhome resides mere steps from the resort's magnificent lagoon-style swimming pool, an adults-only serene pool, a tropical garden pool, and a pristine 2.5-acre private WHITE SANDY BEACH with uninterrupted Gulf of Mexico vistas. These unparalleled waterfront and leisure features establish an unmatched standard in the region near the 7 MILE BRIDGE. Tranquility Bay is renowned for its exceptional, meticulously MANAGED RESORT experience, ideal for discerning families and couples seeking an elevated getaway. Indulge in a state-of-the-art fitness center, a signature Jack Nicklaus Golden Bear putting green, complimentary kayaks and motorized watercraft rentals, volleyball courts, and rejuvenating in-suite spa services. Savor GOURMET DINING at the acclaimed Butterfly Café with its award-winning ocean-fresh seafood and island-inspired cuisine, or unwind at the beachfront TJ's Tiki Bar, where crafted cocktails, live seasonal music, and casual Caribbean fare complement the ocean breeze. Unit #22 exemplifies meticulous care and coastal elegance, featuring three generously appointed bedrooms with soaring cathedral ceilings and two full bathrooms upstairs, plus a convenient half bath downstairs. Expansive white balconies and spacious patios serve as private sanctuaries for al fresco relaxation and breathtaking sunsets. Owners enjoy privileged access with up to 35 days of annual personal use in this luxurious residence, complemented by robust rental income potential to elegantly offset ownership expenses. An on-site property management team provides seamless oversight, delivering effortless operations, impeccable maintenance, and complete peace of mind for owners and discerning guests alike. 3 Beds ⋅ 2 Baths ⋅ 620221 MLS Introducing an exquisite POOLSIDE retreat at Tranquility Bay Beachfront Resort in the heart of the Florida Keys--a pinnacle of refined island sophistication and world-class amenities. This impeccably maintained two-story townhome resides mere steps from the resort's magnificent lagoon-style swimming pool, an adults-only serene pool, a tropical garden pool, and a pristine 2.5-acre private WHITE SANDY BEACH with uninterrupted Gulf of Mexico vistas. These unparalleled waterfront and leisure features establish an unmatched standard in the region near the 7 MILE BRIDGE. Tranquility Bay is renowned for its exceptional, meticulously MANAGED RESORT experience, ideal for discerning families and couples seeking an elevated getaway. Indulge in a state-of-the-art fitness center, a signature Jack Nicklaus Golden Bear putting green, complimentary kayaks and motorized watercraft rentals, volleyball courts, and rejuvenating in-suite spa services. Savor GOURMET DINING at the acclaimed Butterfly Café with its award-winning ocean-fresh seafood and island-inspired cuisine, or unwind at the beachfront TJ's Tiki Bar, where crafted cocktails, live seasonal music, and casual Caribbean fare complement the ocean breeze. Unit #22 exemplifies meticulous care and coastal elegance, featuring three generously appointed bedrooms with soaring cathedral ceilings and two full bathrooms upstairs, plus a convenient half bath downstairs. Expansive white balconies and spacious patios serve as private sanctuaries for al fresco relaxation and breathtaking sunsets. Owners enjoy privileged access with up to 35 days of annual personal use in this luxurious residence, complemented by robust rental income potential to elegantly offset ownership expenses. An on-site property management team provides seamless oversight, delivering effortless operations, impeccable maintenance, and complete peace of mind for owners and discerning guests alike. 2600 Overseas Hwy Unit # 22, Marathon