bestfloridakeyshomefinder.com Search Results

$5,399,000

Looking for a truly unique opportunity in the Florida Keys? Check out these 2 Custom Luxury CBS Pool Homes that are side by side! Live in one, and rent the other, corporate retreats, weddings, vacation rentals, tons of options! Experience luxury waterfront living in these custom-built, new construction two-story concrete homes featuring 4 bedrooms and 4 private en-suite baths. Designed for entertaining, the open-concept layouts seamlessly blends indoor and outdoor living. The chef's kitchens boasts top-of-the-line stainless steel appliances including double convection ovens, Smart refrigerator, dishwasher, vented range hood, prep sink, wine chiller, quartz countertops, custom cabinetry, and a large island. Porcelain tile flooring, custom fixtures, LED lighting, and abundant natural light enhance every space. A first-floor en-suite bedroom offers balcony access overlooking the pool, dock, and water. The dramatic floating staircase with custom LED chandelier leads to three additional en-suite bedrooms upstairs. The primary suite features a floating soaking tub, double vanity, custom porcelain tile shower, and MOEN programmable multi-head shower system with smartphone controls. Additional features include impact windows and doors, web-enabled security camera system, 4K Smart TVs in every room, 8-foot interior doors, two 3-ton 16 SEER A/C units, standing seam metal roof, aluminum railings, and expansive balconies on both levels. Located in the desirable Flamingo Island neighborhood of Marathon, just minutes from Sombrero Beach, dining, shopping, and entertainment. Enjoy quick access to open water, world-class fishing, boating, diving, and the crystal-clear turquoise waters of the Florida Keys. Built to impress and built to last, these exceptional waterfront retreats offer the ultimate Florida Keys lifestyle. Set up your preview today!

8 Beds ⋅ 8 Baths ⋅ 621248 MLS

Looking for a truly unique opportunity in the Florida Keys? Check out these 2 Custom Luxury CBS Pool Homes that are side by side! Live in one, and rent the other, corporate retreats, weddings, vacation rentals, tons of options! Experience luxury waterfront living in these custom-built, new construction two-story concrete homes featuring 4 bedrooms and 4 private en-suite baths. Designed for entertaining, the open-concept layouts seamlessly blends indoor and outdoor living. The chef's kitchens boasts top-of-the-line stainless steel appliances including double convection ovens, Smart refrigerator, dishwasher, vented range hood, prep sink, wine chiller, quartz countertops, custom cabinetry, and a large island. Porcelain tile flooring, custom fixtures, LED lighting, and abundant natural light enhance every space. A first-floor en-suite bedroom offers balcony access overlooking the pool, dock, and water. The dramatic floating staircase with custom LED chandelier leads to three additional en-suite bedrooms upstairs. The primary suite features a floating soaking tub, double vanity, custom porcelain tile shower, and MOEN programmable multi-head shower system with smartphone controls. Additional features include impact windows and doors, web-enabled security camera system, 4K Smart TVs in every room, 8-foot interior doors, two 3-ton 16 SEER A/C units, standing seam metal roof, aluminum railings, and expansive balconies on both levels. Located in the desirable Flamingo Island neighborhood of Marathon, just minutes from Sombrero Beach, dining, shopping, and entertainment. Enjoy quick access to open water, world-class fishing, boating, diving, and the crystal-clear turquoise waters of the Florida Keys. Built to impress and built to last, these exceptional waterfront retreats offer the ultimate Florida Keys lifestyle. Set up your preview today!

835 & 837 Copa D Oro, 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

$990,000

This is a great opportunity to purchase a Concrete Block Deep Water Access Canal Front Home in the Heart of Marathon on the Gulf side of US 1 below $1M. With about a 4 foot control depth and an existing concrete seawall in place and about 77 feet of frontage, this property can easily accommodate the larger center consoles. Open Water Access in just a few minutes to the Gulf and about 10 minutes to the Atlantic Ocean. The home features 3 Beds, 2 baths, with 1,242 sqft on a large 8,485 offering sqft lot with a Concrete Driveway, Room to Park a RV, Boat Trailer, and room for a pool. The rear Covered Screen Lanai overlooks the canal, and the Covered Carport has built in Storage closets. The home features a Metal Roof and inside it does offer original 1960's charm with a ton of potential as right now it has original Kitchen Cabinets, Terrazzo Floors, Mini Splits in almost all the rooms for efficient air conditioning and original windows. Both baths have original tile showers with 1 being a Full Shower and the other featured a tub/shower combo. With the house right next door just selling at 11295 3rd Avenue Gulf for $1.45M, you have a unique opportunity to acquire, make smart renovations and be sitting on strong positive equity if done right. Due to the lot size, you can even choose to knock down the existing house and build a Brand-New Modern home to your exact specs and take advantage of the deep-water canal. We currently have plans for homes ranging from 1750 sqft to just below 4000 from the well-respected local builders, Design Center. We also have local lenders in place to offer construction financing up to 80%. So much potential and routes you can with this one.

3 Beds ⋅ 2 Baths ⋅ 621222 MLS

This is a great opportunity to purchase a Concrete Block Deep Water Access Canal Front Home in the Heart of Marathon on the Gulf side of US 1 below $1M. With about a 4 foot control depth and an existing concrete seawall in place and about 77 feet of frontage, this property can easily accommodate the larger center consoles. Open Water Access in just a few minutes to the Gulf and about 10 minutes to the Atlantic Ocean. The home features 3 Beds, 2 baths, with 1,242 sqft on a large 8,485 offering sqft lot with a Concrete Driveway, Room to Park a RV, Boat Trailer, and room for a pool. The rear Covered Screen Lanai overlooks the canal, and the Covered Carport has built in Storage closets. The home features a Metal Roof and inside it does offer original 1960's charm with a ton of potential as right now it has original Kitchen Cabinets, Terrazzo Floors, Mini Splits in almost all the rooms for efficient air conditioning and original windows. Both baths have original tile showers with 1 being a Full Shower and the other featured a tub/shower combo. With the house right next door just selling at 11295 3rd Avenue Gulf for $1.45M, you have a unique opportunity to acquire, make smart renovations and be sitting on strong positive equity if done right. Due to the lot size, you can even choose to knock down the existing house and build a Brand-New Modern home to your exact specs and take advantage of the deep-water canal. We currently have plans for homes ranging from 1750 sqft to just below 4000 from the well-respected local builders, Design Center. We also have local lenders in place to offer construction financing up to 80%. So much potential and routes you can with this one.

11285 3rd Ave, Marathon

$1,250,000

Fully licensed 7 day vacation rental property now offered at Bonefish Yacht Club Townhomes, a Middle Keys premiere boating community cloistered around the 50 slip Bonefish Marina. Resort style living in this sought after oceanfront complex of only 34 homes. Conveys with A-16, a deep water, direct ocean access, 40' liveaboard boat slip. Other amenities featured are; swimming pool, tiki, meticulously maintained tropical landscaping, tennis and private beach access. Unparalleled views of the marina and Key Colony Channel. Two story townhome with covered parking and secure angler's room on the lower level, kitchen, living, dining on the main level and two spacious bedrooms with full baths on the third floor. Private, open air balconies to enjoy both sunrise and sunset. Concrete construction, impact windows and metal roof. Excellent for a full time residence, Keys fishing getaway or investment property as a income producing weekly rental. A true pleasure to show.

2 Beds ⋅ 3 Baths ⋅ 621219 MLS

Fully licensed 7 day vacation rental property now offered at Bonefish Yacht Club Townhomes, a Middle Keys premiere boating community cloistered around the 50 slip Bonefish Marina. Resort style living in this sought after oceanfront complex of only 34 homes. Conveys with A-16, a deep water, direct ocean access, 40' liveaboard boat slip. Other amenities featured are; swimming pool, tiki, meticulously maintained tropical landscaping, tennis and private beach access. Unparalleled views of the marina and Key Colony Channel. Two story townhome with covered parking and secure angler's room on the lower level, kitchen, living, dining on the main level and two spacious bedrooms with full baths on the third floor. Private, open air balconies to enjoy both sunrise and sunset. Concrete construction, impact windows and metal roof. Excellent for a full time residence, Keys fishing getaway or investment property as a income producing weekly rental. A true pleasure to show.

96 Ave C, Unit 4, Marathon

$1,295,000

Discover the potential of this concrete constructed, waterfront pool home tucked away on tranquil Flamingo Island. Offering the ideal opportunity to renovate, personalize, and create your own Florida Keys retreat, this property features three bedrooms, two bathrooms, and nearly 1,300 square feet of interior living space. More than 600 square feet of screened porches invite relaxed indoor-outdoor living, while over 500 square feet of enclosed storage provides valuable additional space for boating gear, bicycles, fishing equipment, and more. Boaters will appreciate the newly constructed 60-foot wood dock, completed in 2025, along with excellent deep-water access through nearby Sister Creek. After a day on the water, unwind beside the concrete pool or enjoy the peaceful island surroundings. Additional improvements include a metal roof installed in 2020 and termite tenting completed in 2025 by Hammerhead Termite Control. Located behind the Florida Keys Golf and Country Club, Flamingo Island is a quiet, dog-friendly waterfront neighborhood close to everything Marathon has to offer. Take the golf cart to Sombrero Beach, Publix, nearby restaurants, and local conveniences. With superior concrete construction, substantial dockage, a private pool, generous outdoor living areas, and an inviting waterfront setting, this fixer-upper presents a rare blank canvas ready to be transformed into your ideal Keys escape.

3 Beds ⋅ 2 Baths ⋅ 621216 MLS

Discover the potential of this concrete constructed, waterfront pool home tucked away on tranquil Flamingo Island. Offering the ideal opportunity to renovate, personalize, and create your own Florida Keys retreat, this property features three bedrooms, two bathrooms, and nearly 1,300 square feet of interior living space. More than 600 square feet of screened porches invite relaxed indoor-outdoor living, while over 500 square feet of enclosed storage provides valuable additional space for boating gear, bicycles, fishing equipment, and more. Boaters will appreciate the newly constructed 60-foot wood dock, completed in 2025, along with excellent deep-water access through nearby Sister Creek. After a day on the water, unwind beside the concrete pool or enjoy the peaceful island surroundings. Additional improvements include a metal roof installed in 2020 and termite tenting completed in 2025 by Hammerhead Termite Control. Located behind the Florida Keys Golf and Country Club, Flamingo Island is a quiet, dog-friendly waterfront neighborhood close to everything Marathon has to offer. Take the golf cart to Sombrero Beach, Publix, nearby restaurants, and local conveniences. With superior concrete construction, substantial dockage, a private pool, generous outdoor living areas, and an inviting waterfront setting, this fixer-upper presents a rare blank canvas ready to be transformed into your ideal Keys escape.

105 Santa Barbara, Marathon

$445,000

Bonefish Towers located on Coco Plum is all about the water views. This beautifully updated 1 Bedroom, 1.5 Bathroom 5th floor condo has been totally renovated only a few years ago and will be sold furnished. Elegant entrance, lobby, and entertainment areas. Relax by the heated pool, workout in the gym, enjoy the sauna, socialize on the pier, fish from the dock, and play on the tennis court. Bonefish Towers is a complex that has something for everyone. The property has onsite management, and security. If you are looking for a fine level of living, great amenities, and water views then this condominium complex just may be the one for you.

1 Beds ⋅ 2 Baths ⋅ 621214 MLS

Bonefish Towers located on Coco Plum is all about the water views. This beautifully updated 1 Bedroom, 1.5 Bathroom 5th floor condo has been totally renovated only a few years ago and will be sold furnished. Elegant entrance, lobby, and entertainment areas. Relax by the heated pool, workout in the gym, enjoy the sauna, socialize on the pier, fish from the dock, and play on the tennis court. Bonefish Towers is a complex that has something for everyone. The property has onsite management, and security. If you are looking for a fine level of living, great amenities, and water views then this condominium complex just may be the one for you.

2000 Coco Plum Dr Unit 503, 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

$379,000

Perched above the shimmering Coco Plum Channel, this beautifully reimagined one bedroom, one- and-a-half bath residence at Bonefish Towers offers ocean views from every window -- a rare opportunity to own in one of Coco Plum 's most coveted addresses. Thoughtfully renovated throughout, the residence showcases a crisp, coastal-inspired aesthetic complemented by raised ceilings in the master bath, kitchen, and foyer. Every detail has been elevated, from the brand-new impact windows and sliding glass doors to the updated air conditioning, kitchen, flooring, electric blinds and so much more. This home is being offered furnished. As one of only thirteen residences in the building with two balconies, it offers an exceptional setting for indoor-outdoor living and unobstructed water views. Resort amenities in the community include a heating swimming pool, update fitness center, tennis/pickleball court, waterfront tiki hut/fishing station, waterfront BBQ area, 24 hour security and plenty of parking. The building is in great shape with two new elevators, a new roof and new exterior paint.

1 Beds ⋅ 2 Baths ⋅ 621184 MLS

Perched above the shimmering Coco Plum Channel, this beautifully reimagined one bedroom, one- and-a-half bath residence at Bonefish Towers offers ocean views from every window -- a rare opportunity to own in one of Coco Plum 's most coveted addresses. Thoughtfully renovated throughout, the residence showcases a crisp, coastal-inspired aesthetic complemented by raised ceilings in the master bath, kitchen, and foyer. Every detail has been elevated, from the brand-new impact windows and sliding glass doors to the updated air conditioning, kitchen, flooring, electric blinds and so much more. This home is being offered furnished. As one of only thirteen residences in the building with two balconies, it offers an exceptional setting for indoor-outdoor living and unobstructed water views. Resort amenities in the community include a heating swimming pool, update fitness center, tennis/pickleball court, waterfront tiki hut/fishing station, waterfront BBQ area, 24 hour security and plenty of parking. The building is in great shape with two new elevators, a new roof and new exterior paint.

2000 Coco Plum Dr Unit 302, Marathon

$1,150,000

Welcome to 11295 6th Ave Gulf -- a waterfront corner lot in one of Marathon's best-kept-secret neighborhoods. Nestled on a quiet street directly across from a nature preserve, this 3-bedroom, 2-bath canal home delivers something almost impossible to find in the Keys: real privacy, real waterfront, and real potential. Eighty feet of deep-water canal frontage on an oversized 8,000 sq ft corner lot. One canal from the Gulf of America with 10-minute access to Vaca Cut -- your gateway to world-class offshore fishing, diving, lobstering, and reef exploration. The spacious vaulted-ceiling screened porch overlooking the canal is where you'll spend every morning and evening. A 385 sq ft concrete dock with davits is ready for your boat. The corner lot provides ample parking for trailers, vehicles, and toys -- a true premium in the Keys. This is also a performing investment property. The home operates as an active vacation rental on Airbnb and VRBO with verified income. Sold fully furnished and turnkey -- a new owner can generate income from day one. Recent updates include a new 2025 HVAC system, 2025 impact sliding glass door, hurricane shutters on all windows, and all furnishings included. The home is solid, comfortable, and rental-ready as-is -- with room to add your own personal touches and make it truly yours. For the visionary buyer: build up on this premium corner lot and you could be rewarded with Gulf of America views. An elevated waterfront home on this lot -- with a nature preserve across the street and 80 feet of canal -- would be one of the most compelling properties in Marathon. The location is irreplaceable. The potential is limitless. Come see it.

3 Beds ⋅ 2 Baths ⋅ 621176 MLS

Welcome to 11295 6th Ave Gulf -- a waterfront corner lot in one of Marathon's best-kept-secret neighborhoods. Nestled on a quiet street directly across from a nature preserve, this 3-bedroom, 2-bath canal home delivers something almost impossible to find in the Keys: real privacy, real waterfront, and real potential. Eighty feet of deep-water canal frontage on an oversized 8,000 sq ft corner lot. One canal from the Gulf of America with 10-minute access to Vaca Cut -- your gateway to world-class offshore fishing, diving, lobstering, and reef exploration. The spacious vaulted-ceiling screened porch overlooking the canal is where you'll spend every morning and evening. A 385 sq ft concrete dock with davits is ready for your boat. The corner lot provides ample parking for trailers, vehicles, and toys -- a true premium in the Keys. This is also a performing investment property. The home operates as an active vacation rental on Airbnb and VRBO with verified income. Sold fully furnished and turnkey -- a new owner can generate income from day one. Recent updates include a new 2025 HVAC system, 2025 impact sliding glass door, hurricane shutters on all windows, and all furnishings included. The home is solid, comfortable, and rental-ready as-is -- with room to add your own personal touches and make it truly yours. For the visionary buyer: build up on this premium corner lot and you could be rewarded with Gulf of America views. An elevated waterfront home on this lot -- with a nature preserve across the street and 80 feet of canal -- would be one of the most compelling properties in Marathon. The location is irreplaceable. The potential is limitless. Come see it.

11295 6th Ave, Marathon

$3,450,000

This tropical Sombrero Beach 2-Home Compound is set on a spacious 17,600 sq ft fenced lot with Pool, 2 Tikis and located just 2 properties in from the ocean. Fantastic deep water boating access from the 97' dock with 2 Boat Lifts, 15,000 lbs and 3,000 lbs. . The main house features 2,540 sq. ft. with 3 Bedrooms, 3 Full Baths and a spacious living room with direct Pool views, cathedral tongue-and-groove ceilings, a dedicated laundry room, and a thoughtful layout with a separate guest wing. The Primary Suite connects to a versatile sunroom with direct walk-out access to the Pool deck, while a full wall of sliding glass doors seamlessly connects the indoor and outdoor spaces. A covered walkway conveniently connects all front entrances. Guest will love the stand-a-lone 2 Bedroom 1 Bath 704 sq. ft. Guest House offers guests lots of privacy and conveniences with Living Room and morning Kitchen. Step outside to your own personal oasis, featuring a heated/chilled pool complete with a waterfall and a custom mural painted by a local artist. The outdoor entertaining area highlights two Tiki huts, one equipped with a built-in outdoor grill perfect for enjoying the Keys lifestyle. Built for peace of mind and ultimate convenience, the property includes a brand-new metal roof, impact windows for both homes, a whole-house generator powered by an in-ground propane tank, an outdoor shower, a storage shed, and a carport accommodating 4+ vehicles. Enjoy easy access to the nearby Marathon Jet Center, plus a short walk or bike ride to Sombrero Beach for breathtaking sunrises and sunsets and holiday festivities making this move-in ready or investment-ready Keys retreat truly complete.

5 Beds ⋅ 4 Baths ⋅ 621171 MLS

This tropical Sombrero Beach 2-Home Compound is set on a spacious 17,600 sq ft fenced lot with Pool, 2 Tikis and located just 2 properties in from the ocean. Fantastic deep water boating access from the 97' dock with 2 Boat Lifts, 15,000 lbs and 3,000 lbs. . The main house features 2,540 sq. ft. with 3 Bedrooms, 3 Full Baths and a spacious living room with direct Pool views, cathedral tongue-and-groove ceilings, a dedicated laundry room, and a thoughtful layout with a separate guest wing. The Primary Suite connects to a versatile sunroom with direct walk-out access to the Pool deck, while a full wall of sliding glass doors seamlessly connects the indoor and outdoor spaces. A covered walkway conveniently connects all front entrances. Guest will love the stand-a-lone 2 Bedroom 1 Bath 704 sq. ft. Guest House offers guests lots of privacy and conveniences with Living Room and morning Kitchen. Step outside to your own personal oasis, featuring a heated/chilled pool complete with a waterfall and a custom mural painted by a local artist. The outdoor entertaining area highlights two Tiki huts, one equipped with a built-in outdoor grill perfect for enjoying the Keys lifestyle. Built for peace of mind and ultimate convenience, the property includes a brand-new metal roof, impact windows for both homes, a whole-house generator powered by an in-ground propane tank, an outdoor shower, a storage shed, and a carport accommodating 4+ vehicles. Enjoy easy access to the nearby Marathon Jet Center, plus a short walk or bike ride to Sombrero Beach for breathtaking sunrises and sunsets and holiday festivities making this move-in ready or investment-ready Keys retreat truly complete.

69 Tingler Ln, Marathon

$409,999

This beautifully updated one-bedroom, one-bath condo sits on a 200-foot-wide canal with 4-foot control depth and an assigned boat slip which is number 32- second from boat ramp and measures approximately 16+ wide by 46+ long. No bridges between you and open water. When you step inside, you are greeted by fresh color palette, quartz countertops, stainless appliances, new flooring, and a walk-in closet. This is truly a move-in-ready retreat. Step onto the balcony for harbor views and sunsets that don't get old. Licensed for weekly rentals (7-night minimum, annual renewal inspection required), this unit comes with a proven rental history and repeat guests -- real, healthy income, on file. Coco Plum Terraces itself is well run, with strong HOA financials and reserves behind it, offering a heated pool, tiki hut, tennis court, boat ramp, and trailer parking. All financing terms considered. Steps from Coco Plum Beach and minutes from Marathon's local favorites like Sparkys landing restaurant, marinas, and the airport for easy in-and-out access. This stretch of Marathon still holds that quiet, unhurried Keys feel.

1 Beds ⋅ 1 Baths ⋅ 621165 MLS

This beautifully updated one-bedroom, one-bath condo sits on a 200-foot-wide canal with 4-foot control depth and an assigned boat slip which is number 32- second from boat ramp and measures approximately 16+ wide by 46+ long. No bridges between you and open water. When you step inside, you are greeted by fresh color palette, quartz countertops, stainless appliances, new flooring, and a walk-in closet. This is truly a move-in-ready retreat. Step onto the balcony for harbor views and sunsets that don't get old. Licensed for weekly rentals (7-night minimum, annual renewal inspection required), this unit comes with a proven rental history and repeat guests -- real, healthy income, on file. Coco Plum Terraces itself is well run, with strong HOA financials and reserves behind it, offering a heated pool, tiki hut, tennis court, boat ramp, and trailer parking. All financing terms considered. Steps from Coco Plum Beach and minutes from Marathon's local favorites like Sparkys landing restaurant, marinas, and the airport for easy in-and-out access. This stretch of Marathon still holds that quiet, unhurried Keys feel.

105 Ave D Unit APT 113, Marathon

$1,349,000

Tucked into the natural landscape of Grassy Key, 235 Tropical Avenue offers a unique combination of space, privacy and the unhurried character that defines life in the Middle Keys. Set on a 15,000-square-foot lot in Crains Subdivision, this concrete stilted residence offers more than 3,600 square feet of living space, impact windows and doors, and generous indoor-outdoor areas designed around the Florida Keys lifestyle. An expansive open layout creates room to gather, entertain and settle in comfortably, with multiple living spaces and an easy connection to the outdoors. Lush native vegetation surrounds the property, creating a remarkable sense of privacy and seclusion. The partially fenced backyard centers around an inviting in-ground pool with waterfall, tanning shelf and water features, setting the stage for long afternoons outside and evenings under the palms. Ample parking provides room for multiple vehicles and boat trailers, an especially valuable feature for enjoying life on the water. Above it all, a rooftop observation deck captures ocean views and a beautiful perspective across Grassy Key. Watch the light change over the horizon and native birds gather around the natural salt ponds behind the property. Crains Subdivision also offers a community sunset park, while a public boat ramp is just minutes away for convenient access to the surrounding waters. Centrally positioned between Marathon, Duck Key and Islamorada, the home is convenient to Curry Hammock State Park, Dolphin Research Center, waterfront dining, marinas, fishing, diving, paddling and the Florida Keys Overseas Heritage Trail. Whether envisioned as a full-time residence or a private Florida Keys retreat, 235 Tropical Avenue feels connected to its surroundings, offering a spacious and secluded setting from which to experience the water, wildlife and easy rhythm of Grassy Key.

4 Beds ⋅ 3 Baths ⋅ 621156 MLS

Tucked into the natural landscape of Grassy Key, 235 Tropical Avenue offers a unique combination of space, privacy and the unhurried character that defines life in the Middle Keys. Set on a 15,000-square-foot lot in Crains Subdivision, this concrete stilted residence offers more than 3,600 square feet of living space, impact windows and doors, and generous indoor-outdoor areas designed around the Florida Keys lifestyle. An expansive open layout creates room to gather, entertain and settle in comfortably, with multiple living spaces and an easy connection to the outdoors. Lush native vegetation surrounds the property, creating a remarkable sense of privacy and seclusion. The partially fenced backyard centers around an inviting in-ground pool with waterfall, tanning shelf and water features, setting the stage for long afternoons outside and evenings under the palms. Ample parking provides room for multiple vehicles and boat trailers, an especially valuable feature for enjoying life on the water. Above it all, a rooftop observation deck captures ocean views and a beautiful perspective across Grassy Key. Watch the light change over the horizon and native birds gather around the natural salt ponds behind the property. Crains Subdivision also offers a community sunset park, while a public boat ramp is just minutes away for convenient access to the surrounding waters. Centrally positioned between Marathon, Duck Key and Islamorada, the home is convenient to Curry Hammock State Park, Dolphin Research Center, waterfront dining, marinas, fishing, diving, paddling and the Florida Keys Overseas Heritage Trail. Whether envisioned as a full-time residence or a private Florida Keys retreat, 235 Tropical Avenue feels connected to its surroundings, offering a spacious and secluded setting from which to experience the water, wildlife and easy rhythm of Grassy Key.

235 Tropical Ave, Marathon

$669,000

Beautiful Tropical canopy with circular driveway this home is set a distance from the road with lots of privacy grassy fenced in area for peaceful enjoyment could add a pool can store your boat or R/V here. The raised home with solid concrete column was purchased from the builder who designed it with room for future expansion of the entire house all can be verified per construction building code requirements, New washer and dryer, New metal roof in 2022 . Very large upper deck for your peaceful enjoyment , covered parking, grilling, Located 1/2 block from million dollar row. This is a recreational area biking, walking close to public boat ramp with a marina near-by. All needs are close stores, hospital, schools, A Gem of a property* Adjacent lot can't be developed

2 Beds ⋅ 2 Baths ⋅ 621150 MLS

Beautiful Tropical canopy with circular driveway this home is set a distance from the road with lots of privacy grassy fenced in area for peaceful enjoyment could add a pool can store your boat or R/V here. The raised home with solid concrete column was purchased from the builder who designed it with room for future expansion of the entire house all can be verified per construction building code requirements, New washer and dryer, New metal roof in 2022 . Very large upper deck for your peaceful enjoyment , covered parking, grilling, Located 1/2 block from million dollar row. This is a recreational area biking, walking close to public boat ramp with a marina near-by. All needs are close stores, hospital, schools, A Gem of a property* Adjacent lot can't be developed

336 Orange Ave, Marathon

$750,000

Move-in ready and thoughtfully updated top to bottom, this full duplex offers two versatile living spaces with major systems and finishes refreshed in recent years. Each unit features a fully updated kitchen with new cabinetry, countertops, and appliances, along with a completely renovated bathroom. Flooring throughout has been replaced, giving both units a clean, modern feel from the moment you walk in. The electrical system has been upgraded for improved safety and reliability -- a meaningful value-add for buyers and investors alike. Whether you're looking for a savvy income-producing property, a multi-generational living setup, or house-hacking potential in a strong rental market, this duplex delivers flexibility with the peace of mind that comes from recent renovations. Don't miss this opportunity to own a turnkey duplex in a great location.

4 Beds ⋅ 2 Baths ⋅ 621145 MLS

Move-in ready and thoughtfully updated top to bottom, this full duplex offers two versatile living spaces with major systems and finishes refreshed in recent years. Each unit features a fully updated kitchen with new cabinetry, countertops, and appliances, along with a completely renovated bathroom. Flooring throughout has been replaced, giving both units a clean, modern feel from the moment you walk in. The electrical system has been upgraded for improved safety and reliability -- a meaningful value-add for buyers and investors alike. Whether you're looking for a savvy income-producing property, a multi-generational living setup, or house-hacking potential in a strong rental market, this duplex delivers flexibility with the peace of mind that comes from recent renovations. Don't miss this opportunity to own a turnkey duplex in a great location.

285 A 66th St Unit A & B, Marathon

$725,000

Welcome to effortless Keys living in the heart of Marathon! This charming canal-front 3 bed/ 2 bath single-family home blends coastal-chic style, boating, comfort, and convenience in one easy-to-enjoy package. Designed for a turn-key, low-maintenance lifestyle, the home is elevated above flood and features impact windows and doors, a new metal roof (2024), newer A/C (2021), an on-demand water heater, and was tented in 11/2024. Step inside to a bright, open-concept floor plan where modern coastal finishes complement the home's relaxed Keys character. Updates include wood style luxury vinyl plank flooring, stainless steel appliances, granite countertops, and a new washer and dryer. Both the primary and guest bathrooms have a fresh, modern feel with stylish tile, updated vanities, lighted mirrors, and glass shower enclosures. The comfortable layout works beautifully for everyday living, entertaining, or welcoming guests. Outside is where the Keys lifestyle really comes alive. Enjoy approximately 37.7 feet of solid concrete dockage on a canal with deeper water depth, creating a great setup for boaters. From here, you'll have convenient access to both the Atlantic Ocean and Gulf via the Seven Mile Bridge. After a successful day on the water, clean your catch at the fish-cleaning station with outdoor sink, then relax in the shade on the expansive east-facing porch with composite Trex decking & enjoy the tropical breezes. The property also offers a private fenced side area for additional storage, plus convenient access to a nearby public boat ramp, city park with community events & festivals, Boot Key Harbor, shopping, and restaurants. No HOA adds even more flexibility. With weekly (7-day) rentals allowed, this property offers excellent versatility as a full-time residence, second home, or vacation rental/investment property. Move-in ready, furnished, weather-ready, and filled with Keys charm, this Marathon waterfront home is ready to become your next Keys getaway...

3 Beds ⋅ 2 Baths ⋅ 621127 MLS

Welcome to effortless Keys living in the heart of Marathon! This charming canal-front 3 bed/ 2 bath single-family home blends coastal-chic style, boating, comfort, and convenience in one easy-to-enjoy package. Designed for a turn-key, low-maintenance lifestyle, the home is elevated above flood and features impact windows and doors, a new metal roof (2024), newer A/C (2021), an on-demand water heater, and was tented in 11/2024. Step inside to a bright, open-concept floor plan where modern coastal finishes complement the home's relaxed Keys character. Updates include wood style luxury vinyl plank flooring, stainless steel appliances, granite countertops, and a new washer and dryer. Both the primary and guest bathrooms have a fresh, modern feel with stylish tile, updated vanities, lighted mirrors, and glass shower enclosures. The comfortable layout works beautifully for everyday living, entertaining, or welcoming guests. Outside is where the Keys lifestyle really comes alive. Enjoy approximately 37.7 feet of solid concrete dockage on a canal with deeper water depth, creating a great setup for boaters. From here, you'll have convenient access to both the Atlantic Ocean and Gulf via the Seven Mile Bridge. After a successful day on the water, clean your catch at the fish-cleaning station with outdoor sink, then relax in the shade on the expansive east-facing porch with composite Trex decking & enjoy the tropical breezes. The property also offers a private fenced side area for additional storage, plus convenient access to a nearby public boat ramp, city park with community events & festivals, Boot Key Harbor, shopping, and restaurants. No HOA adds even more flexibility. With weekly (7-day) rentals allowed, this property offers excellent versatility as a full-time residence, second home, or vacation rental/investment property. Move-in ready, furnished, weather-ready, and filled with Keys charm, this Marathon waterfront home is ready to become your next Keys getaway...

390 25th St, Marathon

$999,000

THE LOWEST-PRICED UNIT CURRENTLY ON THE MARKET AT INDIGO REEF, OFFERED UNDER $1 MILLION! 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 tour ava

3 Beds ⋅ 3 Baths ⋅ 621097 MLS

THE LOWEST-PRICED UNIT CURRENTLY ON THE MARKET AT INDIGO REEF, OFFERED UNDER $1 MILLION! 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 tour ava

11600 1st Ave Unit 23, Marathon

$469,000

Waterfront living with designated dockage at a price point that's increasingly hard to find in the Florida Keys. Welcome to Coral Club, ideally located in Marathon's highly desirable Sombrero Beach neighborhood. This spacious 2-bedroom, 2-bath condominium offers an open floor plan, a versatile bonus room perfect for an office or additional guest space, and a private balcony overlooking the canal. Start your mornings with coffee by the water, watch marine life pass by, and enjoy having your boat just steps from home with the opportunity for a designated dock slip, a standout feature in this price range. When you're not out on the water, Sombrero Beach is just a short walk or bike ride away, while grocery stores, restaurants, and the conveniences of Marathon are all nearby. Coral Club offers a heated swimming pool, clubhouse with full kitchen, tiki hut, and private storage room for fishing rods, bikes, beach gear, and all the toys that come with Keys living. Whether you're searching for a full-time residence, weekend escape, or investment property, this is an opportunity to enjoy the best of the Florida Keys lifestyle - waterfront living, dockage, pool, Sombrero Beach, and resort-style amenities all in one location.

2 Beds ⋅ 2 Baths ⋅ 621093 MLS

Waterfront living with designated dockage at a price point that's increasingly hard to find in the Florida Keys. Welcome to Coral Club, ideally located in Marathon's highly desirable Sombrero Beach neighborhood. This spacious 2-bedroom, 2-bath condominium offers an open floor plan, a versatile bonus room perfect for an office or additional guest space, and a private balcony overlooking the canal. Start your mornings with coffee by the water, watch marine life pass by, and enjoy having your boat just steps from home with the opportunity for a designated dock slip, a standout feature in this price range. When you're not out on the water, Sombrero Beach is just a short walk or bike ride away, while grocery stores, restaurants, and the conveniences of Marathon are all nearby. Coral Club offers a heated swimming pool, clubhouse with full kitchen, tiki hut, and private storage room for fishing rods, bikes, beach gear, and all the toys that come with Keys living. Whether you're searching for a full-time residence, weekend escape, or investment property, this is an opportunity to enjoy the best of the Florida Keys lifestyle - waterfront living, dockage, pool, Sombrero Beach, and resort-style amenities all in one location.

389 N Anglers Dr Unit 206, Marathon

$1,539,000

Proven rental income meets the Florida Keys lifestyle in this solid CBS Marathon home featuring 60 ft. of concrete dockage with instant Gulf access. This well-established weekly rental property averages $105K in annual gross rental income and boasts 144 VRBO reviews with a 9.8 rating. (Future rentals must be honored by buyer). Enjoy a heated cocktail pool with sun shelf and waterfall spa, plus a fenced, low-maintenance yard and ample paver parking for boat trailers, RVs, and vehicles. Additional highlights include impact windows and doors, a metal roof and two storage sheds. Come see why this established, beloved neighborhood is such a special place to call home!

3 Beds ⋅ 2 Baths ⋅ 621017 MLS

Proven rental income meets the Florida Keys lifestyle in this solid CBS Marathon home featuring 60 ft. of concrete dockage with instant Gulf access. This well-established weekly rental property averages $105K in annual gross rental income and boasts 144 VRBO reviews with a 9.8 rating. (Future rentals must be honored by buyer). Enjoy a heated cocktail pool with sun shelf and waterfall spa, plus a fenced, low-maintenance yard and ample paver parking for boat trailers, RVs, and vehicles. Additional highlights include impact windows and doors, a metal roof and two storage sheds. Come see why this established, beloved neighborhood is such a special place to call home!

1791 Grouper Dr, Marathon

$2,395,000

Fantastic opportunity in Marathon's desirable Sombrero Beach area! Built in 2020, this beautifully designed 4-bedroom, 3-bath waterfront pool home offers 2,464 sq. ft. of comfortable living space and 100ft of dockage for ultimate enjoyment of boating, outdoor living and the easy, island atmosphere you come to the Keys for! Fully furnished and thoughtfully appointed - the open kitchen, dining and living area create an easy gathering space for family and friends, while spacious waterfront balconies on both levels invite you outside to enjoy the views and tropical breezes. On this level you also have a guest bedroom, full bath and separate laundry room for convenience. On the top floor, an ample primary suite offers an en-suite bath, walk in closet & covered balcony. Just down the hall there are 2 more sizable guest bedrooms and a spacious hall bath. Downstairs, the covered entertainment area extends the living space outdoors--perfect for relaxing after a day on the water, entertaining around the pool or simply enjoying life at a slower pace. Store your water toys fishing & boating accessories securely in the garage for easy access. The 10,000sqft lot allows for plenty of parking etc. For the boater, 100 feet of composite dockage along a serene canal provides direct access to open water. And when the beach is calling, beautiful sandy Sombrero Beach is just a short walk away. Central Marathon location is close to shopping, dining, attractions & more. Whether you're searching for a full-time Keys home, a vacation retreat or an investment property, this custom home offers the flexibility to enjoy it your way. Currently operating as an active weekly vacation rental, offering the added ease & opportunity for income when you're not here enjoying it yourself. Come experience the beauty of ocean life - the easy pace, boating and beach days that make living in the heart of the Florida Keys so special.

4 Beds ⋅ 3 Baths ⋅ 621014 MLS

Fantastic opportunity in Marathon's desirable Sombrero Beach area! Built in 2020, this beautifully designed 4-bedroom, 3-bath waterfront pool home offers 2,464 sq. ft. of comfortable living space and 100ft of dockage for ultimate enjoyment of boating, outdoor living and the easy, island atmosphere you come to the Keys for! Fully furnished and thoughtfully appointed - the open kitchen, dining and living area create an easy gathering space for family and friends, while spacious waterfront balconies on both levels invite you outside to enjoy the views and tropical breezes. On this level you also have a guest bedroom, full bath and separate laundry room for convenience. On the top floor, an ample primary suite offers an en-suite bath, walk in closet & covered balcony. Just down the hall there are 2 more sizable guest bedrooms and a spacious hall bath. Downstairs, the covered entertainment area extends the living space outdoors--perfect for relaxing after a day on the water, entertaining around the pool or simply enjoying life at a slower pace. Store your water toys fishing & boating accessories securely in the garage for easy access. The 10,000sqft lot allows for plenty of parking etc. For the boater, 100 feet of composite dockage along a serene canal provides direct access to open water. And when the beach is calling, beautiful sandy Sombrero Beach is just a short walk away. Central Marathon location is close to shopping, dining, attractions & more. Whether you're searching for a full-time Keys home, a vacation retreat or an investment property, this custom home offers the flexibility to enjoy it your way. Currently operating as an active weekly vacation rental, offering the added ease & opportunity for income when you're not here enjoying it yourself. Come experience the beauty of ocean life - the easy pace, boating and beach days that make living in the heart of the Florida Keys so special.

211 S Anglers Dr, Marathon

$550,000

Experience elevated Florida Keys living at Ocean Isles Fishing Village, a beautifully rebuilt seven-acre oceanfront community in the heart of Marathon. This turnkey townhouse combines waterfront living, direct oceanfront boating access, and exceptional rental flexibility. With seven-day rentals permitted and vacation rentals already in place, this property is ideal as a vacation getaway, income-producing investment, or full-time Keys residence. The $777 monthly maintenance fee includes flood and wind insurance, adding value and peace of mind. Built with concrete block construction and elevated above flood elevation, this two-story townhouse offers comfortable and stylish Keys living. The first floor features a spacious living room, fully equipped kitchen with granite countertops and a large center island, elegant gray tile flooring, and a convenient half bath. Upstairs, the oversized primary bedroom and full bathroom provide a relaxing retreat, along with additional living space perfect for unwinding after a day on the water. Outside, enjoy the quintessential Florida Keys lifestyle with an Olympic-size waterfront pool overlooking the ocean and marina. Boaters will appreciate the private boat ramp and community boat docks, along with the newly rebuilt seawall, bulkhead, and protected marina sheltered by Jack Tar Flats. Enjoy direct access to the water for fishing, diving, snorkeling, or simply cruising the beautiful Keys. Whether you're looking for a vacation home, a proven rental opportunity, or your own full-time retreat, this Ocean Isles townhouse offers a rare opportunity to combine waterfront living, boating, and investment potential in one exceptional Florida Keys community.

1 Beds ⋅ 2 Baths ⋅ 621005 MLS

Experience elevated Florida Keys living at Ocean Isles Fishing Village, a beautifully rebuilt seven-acre oceanfront community in the heart of Marathon. This turnkey townhouse combines waterfront living, direct oceanfront boating access, and exceptional rental flexibility. With seven-day rentals permitted and vacation rentals already in place, this property is ideal as a vacation getaway, income-producing investment, or full-time Keys residence. The $777 monthly maintenance fee includes flood and wind insurance, adding value and peace of mind. Built with concrete block construction and elevated above flood elevation, this two-story townhouse offers comfortable and stylish Keys living. The first floor features a spacious living room, fully equipped kitchen with granite countertops and a large center island, elegant gray tile flooring, and a convenient half bath. Upstairs, the oversized primary bedroom and full bathroom provide a relaxing retreat, along with additional living space perfect for unwinding after a day on the water. Outside, enjoy the quintessential Florida Keys lifestyle with an Olympic-size waterfront pool overlooking the ocean and marina. Boaters will appreciate the private boat ramp and community boat docks, along with the newly rebuilt seawall, bulkhead, and protected marina sheltered by Jack Tar Flats. Enjoy direct access to the water for fishing, diving, snorkeling, or simply cruising the beautiful Keys. Whether you're looking for a vacation home, a proven rental opportunity, or your own full-time retreat, this Ocean Isles townhouse offers a rare opportunity to combine waterfront living, boating, and investment potential in one exceptional Florida Keys community.

10877 Overseas Hwy Unit APT 97, 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

$1,400,000

Prime waterfront living on Sombrero Beach Road! This vibrant 4BD/3BA retreat (1,840 sq. ft.) delivers the total Florida Keys lifestyle. Walk to sandy Sombrero Beach, keep your boat at your private 30-ft dock with direct ocean access, and relax in your secluded tropical backyard with a private in-ground pool. An ideal personal getaway or income generator, boasting $45k+ rental income in 2025 and $60k+ in 2026. Beach, boat, pool, and proven performance--schedule your private tour today!

4 Beds ⋅ 3 Baths ⋅ 620983 MLS

Prime waterfront living on Sombrero Beach Road! This vibrant 4BD/3BA retreat (1,840 sq. ft.) delivers the total Florida Keys lifestyle. Walk to sandy Sombrero Beach, keep your boat at your private 30-ft dock with direct ocean access, and relax in your secluded tropical backyard with a private in-ground pool. An ideal personal getaway or income generator, boasting $45k+ rental income in 2025 and $60k+ in 2026. Beach, boat, pool, and proven performance--schedule your private tour today!

241 Sombrero Beach Rd Unit # 1, Marathon

$220,000

One Owner. One Vision. One Seriously Good Price. Since 1981, this Florida Keys condo has had exactly one owner -- and he took excellent care of it. What he didn't do is renovate it, which means you're not buying someone else's idea of renovated. You're buying a blank canvas with great bones, and the lowest price tag on any condo in the entire Florida Keys. Upstairs: two bedrooms and a full bath, tucked away from the action. Downstairs: a convenient half bath and open floor plan with balcony. The layout works. The bones are solid. The rest is up to you. Outside, fresh paint gives the building a tropical look and covered parking means your car won't be baking in the sun when you get in. The neighborhood is quiet -- genuinely quiet, not ''quiet'' realtor-speak. Is it original condition? Yes. Is that a nice way of saying it needs updating? Also yes. But here's the thing: everyone's welcome to make it their own, and at this price, in this location, you can renovate exactly the way you want instead of living with someone else's 2019 flip-job decisions. This is the rare Keys listing where ''priced to move'' actually means something. Original charm, honest bones, and an entry point to island living that doesn't require winning the lottery first. HOA includes wind and flood insurance. Bring your vision (and maybe a paint roller). This one won't stay the cheapest condo in the Keys for long.

2 Beds ⋅ 2 Baths ⋅ 620980 MLS

One Owner. One Vision. One Seriously Good Price. Since 1981, this Florida Keys condo has had exactly one owner -- and he took excellent care of it. What he didn't do is renovate it, which means you're not buying someone else's idea of renovated. You're buying a blank canvas with great bones, and the lowest price tag on any condo in the entire Florida Keys. Upstairs: two bedrooms and a full bath, tucked away from the action. Downstairs: a convenient half bath and open floor plan with balcony. The layout works. The bones are solid. The rest is up to you. Outside, fresh paint gives the building a tropical look and covered parking means your car won't be baking in the sun when you get in. The neighborhood is quiet -- genuinely quiet, not ''quiet'' realtor-speak. Is it original condition? Yes. Is that a nice way of saying it needs updating? Also yes. But here's the thing: everyone's welcome to make it their own, and at this price, in this location, you can renovate exactly the way you want instead of living with someone else's 2019 flip-job decisions. This is the rare Keys listing where ''priced to move'' actually means something. Original charm, honest bones, and an entry point to island living that doesn't require winning the lottery first. HOA includes wind and flood insurance. Bring your vision (and maybe a paint roller). This one won't stay the cheapest condo in the Keys for long.

109 Stirrup Key Woods Rd Unit 1A1, Marathon

$525,000

Discover the charm of this updated 2-bedroom, 1-bath home, ideally located in the heart of Marathon. Built in 1957, this classic Keys home offers character, comfort, and plenty of outdoor space. The open-concept living area creates an inviting flow for everyday living and entertaining, while the original terrazzo floors add timeless Florida charm. Situated on a large, beautifully shaded lot, the backyard possibilities are endless. There is plenty of space to create your own private outdoor oasis, including room for a pool, entertaining area, garden, or additional outdoor living space. A screened-in back porch provides the perfect spot to relax and enjoy the island breeze. The spacious storage shed offers abundant room for tools, bikes, fishing gear, or could easily become your own private man cave or hobby space. With its convenient location in the heart of Marathon, generous lot, mature shade trees, updated interior, and classic terrazzo flooring, this property offers a wonderful opportunity to enjoy the laid-back Florida Keys lifestyle with plenty of room to make it your own.

2 Beds ⋅ 1 Baths ⋅ 620966 MLS

Discover the charm of this updated 2-bedroom, 1-bath home, ideally located in the heart of Marathon. Built in 1957, this classic Keys home offers character, comfort, and plenty of outdoor space. The open-concept living area creates an inviting flow for everyday living and entertaining, while the original terrazzo floors add timeless Florida charm. Situated on a large, beautifully shaded lot, the backyard possibilities are endless. There is plenty of space to create your own private outdoor oasis, including room for a pool, entertaining area, garden, or additional outdoor living space. A screened-in back porch provides the perfect spot to relax and enjoy the island breeze. The spacious storage shed offers abundant room for tools, bikes, fishing gear, or could easily become your own private man cave or hobby space. With its convenient location in the heart of Marathon, generous lot, mature shade trees, updated interior, and classic terrazzo flooring, this property offers a wonderful opportunity to enjoy the laid-back Florida Keys lifestyle with plenty of room to make it your own.

354 96th Street Ocean St, Marathon

$1,439,000

Welcome to 219-2 Sombrero Beach Road, a 4-bedroom, 3-bath waterfront retreat where mornings can begin with a walk to Sombrero Beach, afternoons can be spent on the boat, and evenings end around your private pool beneath the palms. The location is the difference. From here, one of Marathon's most loved beaches is just moments away, while 31 feet of private dockage puts the ocean within easy reach. Whether the day calls for fishing offshore, snorkeling, a sandbar run, or simply staying home by the pool, this property makes it remarkably easy to enjoy the reasons people come to the Florida Keys in the first place. Inside, 1,840 square feet offers four spacious bedrooms, three baths, an open living area, abundant natural light, and a relaxed coastal atmosphere designed for gathering. Outside, tropical landscaping surrounds a private pool and cabana-style entertaining area, creating a secluded space for long afternoons, dinners outside, and time with family and friends. And for buyers looking beyond the lifestyle, the numbers deserve attention. The property generated $115,000 in rental income in 2025, offering an established income history in one of Marathon's most recognizable vacation destinations. Current annual insurance costs are also notably attractive for a waterfront property, with approximately $4,262 for wind and $1,520 for flood insurance. That combination is difficult to replicate: Sombrero Beach within walking distance, your boat at the dock, a private pool in the backyard, four bedrooms for family and guests, and the ability to generate meaningful vacation-rental income when you're away. This isn't simply a place to own in the Florida Keys. It's a property designed to let you actually use them. Beach. Boat. Pool. Income. It's all here.

4 Beds ⋅ 3 Baths ⋅ 620960 MLS

Welcome to 219-2 Sombrero Beach Road, a 4-bedroom, 3-bath waterfront retreat where mornings can begin with a walk to Sombrero Beach, afternoons can be spent on the boat, and evenings end around your private pool beneath the palms. The location is the difference. From here, one of Marathon's most loved beaches is just moments away, while 31 feet of private dockage puts the ocean within easy reach. Whether the day calls for fishing offshore, snorkeling, a sandbar run, or simply staying home by the pool, this property makes it remarkably easy to enjoy the reasons people come to the Florida Keys in the first place. Inside, 1,840 square feet offers four spacious bedrooms, three baths, an open living area, abundant natural light, and a relaxed coastal atmosphere designed for gathering. Outside, tropical landscaping surrounds a private pool and cabana-style entertaining area, creating a secluded space for long afternoons, dinners outside, and time with family and friends. And for buyers looking beyond the lifestyle, the numbers deserve attention. The property generated $115,000 in rental income in 2025, offering an established income history in one of Marathon's most recognizable vacation destinations. Current annual insurance costs are also notably attractive for a waterfront property, with approximately $4,262 for wind and $1,520 for flood insurance. That combination is difficult to replicate: Sombrero Beach within walking distance, your boat at the dock, a private pool in the backyard, four bedrooms for family and guests, and the ability to generate meaningful vacation-rental income when you're away. This isn't simply a place to own in the Florida Keys. It's a property designed to let you actually use them. Beach. Boat. Pool. Income. It's all here.

219 Sombrero Beach Rd Unit # 2, 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

$16,000,000

Own an entire private island in the heart of the Florida Keys. Located just ¼ mile offshore from Marathon, East Sister Rock Island offers extraordinary privacy surrounded by turquoise waters, yet remains only minutes from the mainland. The property encompasses approximately 6.5 acres, including approximately 5.8 acres of surrounding seabed that create an exceptional marine setting for snorkeling, swimming, kayaking, paddle boarding, fishing and exploring the crystal-clear waters of the Keys. At the center of the island is a beautifully updated 3-bedroom, 2-bath main residence with a detached guest house, offering over 5,000 total SF of living and entertaining space. Recent interior renovations include a beautifully updated kitchen with gorgeous countertops and modern finishes. A 12-foot-wide wraparound veranda captures panoramic water views, Atlantic sunrises and spectacular Florida Keys sunsets. Designed for the ultimate island lifestyle, the property features a waterfront pool and spa, tropical landscaping, multiple outdoor lounging and dining areas, and a 100-foot deep-water dock with ample dockage. World-class fishing, diving, snorkeling, boating and water-sports begin just outside your door. East Sister Rock is equipped for self-sufficient island living with solar and wind power, battery storage, backup generator, desalination system and substantial freshwater cistern capacity. A private helipad provides an additional point of access. Few properties offer this combination of privacy, accessibility, marine surroundings and established island infrastructure. Seller is also open to exploring select Joint Venture opportunities. Note the sale includes 99 E Ocean Drive on the mainland which has a private dock space.

4 Beds ⋅ 3 Baths ⋅ 620952 MLS

Own an entire private island in the heart of the Florida Keys. Located just ¼ mile offshore from Marathon, East Sister Rock Island offers extraordinary privacy surrounded by turquoise waters, yet remains only minutes from the mainland. The property encompasses approximately 6.5 acres, including approximately 5.8 acres of surrounding seabed that create an exceptional marine setting for snorkeling, swimming, kayaking, paddle boarding, fishing and exploring the crystal-clear waters of the Keys. At the center of the island is a beautifully updated 3-bedroom, 2-bath main residence with a detached guest house, offering over 5,000 total SF of living and entertaining space. Recent interior renovations include a beautifully updated kitchen with gorgeous countertops and modern finishes. A 12-foot-wide wraparound veranda captures panoramic water views, Atlantic sunrises and spectacular Florida Keys sunsets. Designed for the ultimate island lifestyle, the property features a waterfront pool and spa, tropical landscaping, multiple outdoor lounging and dining areas, and a 100-foot deep-water dock with ample dockage. World-class fishing, diving, snorkeling, boating and water-sports begin just outside your door. East Sister Rock is equipped for self-sufficient island living with solar and wind power, battery storage, backup generator, desalination system and substantial freshwater cistern capacity. A private helipad provides an additional point of access. Few properties offer this combination of privacy, accessibility, marine surroundings and established island infrastructure. Seller is also open to exploring select Joint Venture opportunities. Note the sale includes 99 E Ocean Drive on the mainland which has a private dock space.

1 E Sister Rock Is, Marathon

$1,499,000

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

4 Beds ⋅ 3 Baths ⋅ 620915 MLS

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

1220 122nd St, Marathon

$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

$4,499,000

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