Realestateinthefloridakeys.com Search Results

$1,789,000

Welcome to 101 Avenue D in Marathon, Florida -- a fully furnished, turnkey waterfront retreat built in 2022 and designed for modern Keys living. Set on a spacious 18,000 sq. ft. lot, this 4-bedroom, 3-bath home blends comfort, style, and island luxury with the flexibility to serve as a full-time residence, vacation getaway, or investment property. Inside, the home features an open-concept layout with high ceilings, abundant natural light, expansive windows, and a seamless flow between the living, dining, and kitchen areas. The kitchen is beautifully finished with stainless steel appliances, including a dishwasher, ice machine, microwave, oven, range, and refrigerator. Each bedroom offers a comfortable retreat, while the primary suite provides direct access to the impressive outdoor living area. The three full bathrooms are thoughtfully designed for comfort, privacy, and convenience for owners and guests alike. Step outside and enjoy the best of the Florida Keys lifestyle. The spacious waterfront deck overlooks the canal and leads to a resort-style outdoor setting complete with a heated and chilled in-ground pool and a brand-new outdoor kitchen featuring a Broilmaster marine-grade gas grill, Primo ceramic charcoal grill, and outdoor refrigerator. It is the perfect setup for relaxing, dining, and entertaining by the water. Boaters will appreciate the 35-foot dock, offering easy access for days on the water and quick trips to open ocean adventures. This property also has strong vacation-rental appeal, offering the kind of turnkey setup guests love -- comfortable furnishings, outdoor amenities, waterfront access, and a prime Marathon location. Walking distance to the beach, bike path, and golf-cart-friendly neighborhood, 101 Avenue D delivers the perfect blend of convenience, relaxation, and tropical lifestyle. Whether used as a personal retreat, investment property, or move-in-ready waterfront home, this property is ready for you to enjoy the Keys from d

4 Beds ⋅ 3 Baths ⋅ 620116 MLS

Welcome to 101 Avenue D in Marathon, Florida -- a fully furnished, turnkey waterfront retreat built in 2022 and designed for modern Keys living. Set on a spacious 18,000 sq. ft. lot, this 4-bedroom, 3-bath home blends comfort, style, and island luxury with the flexibility to serve as a full-time residence, vacation getaway, or investment property. Inside, the home features an open-concept layout with high ceilings, abundant natural light, expansive windows, and a seamless flow between the living, dining, and kitchen areas. The kitchen is beautifully finished with stainless steel appliances, including a dishwasher, ice machine, microwave, oven, range, and refrigerator. Each bedroom offers a comfortable retreat, while the primary suite provides direct access to the impressive outdoor living area. The three full bathrooms are thoughtfully designed for comfort, privacy, and convenience for owners and guests alike. Step outside and enjoy the best of the Florida Keys lifestyle. The spacious waterfront deck overlooks the canal and leads to a resort-style outdoor setting complete with a heated and chilled in-ground pool and a brand-new outdoor kitchen featuring a Broilmaster marine-grade gas grill, Primo ceramic charcoal grill, and outdoor refrigerator. It is the perfect setup for relaxing, dining, and entertaining by the water. Boaters will appreciate the 35-foot dock, offering easy access for days on the water and quick trips to open ocean adventures. This property also has strong vacation-rental appeal, offering the kind of turnkey setup guests love -- comfortable furnishings, outdoor amenities, waterfront access, and a prime Marathon location. Walking distance to the beach, bike path, and golf-cart-friendly neighborhood, 101 Avenue D delivers the perfect blend of convenience, relaxation, and tropical lifestyle. Whether used as a personal retreat, investment property, or move-in-ready waterfront home, this property is ready for you to enjoy the Keys from d

101 Ave D, Marathon

$7,750,000

Direct Atlantic oceanfront living with protected canal-side dockage--two features rarely found together in one Florida Keys residence. Situated within an exclusive gated enclave of just 20 lots, this newly constructed 2025 waterfront residence offers a level of privacy, luxury, and lifestyle rarely found in the Florida Keys. Positioned to capture unobstructed ocean views and a year-round ocean breeze, this thoughtfully designed 4-bedroom, 4.5-bathroom home offers an elevated coastal lifestyle with exceptional attention to detail throughout. Each bedroom features a private ensuite bathroom and spacious walk-in closet, while a true foyer entry, elevator, and abundant storage create a floor plan that is as functional as it is beautiful. The open concept living offers the perfect home to entertain and enjoy the abundant natural light. The interior design offers high end tile selections, designer light fixtures and wood accents throughout. The home also features 3 interior bars and window treatments throughout. The living spaces seamlessly transition outdoors, where an expansive entertainment area is designed to embrace the Keys lifestyle. Enjoy a resort-style pool and hot tub, outdoor kitchen, and multiple spaces to relax while overlooking the turquoise waters of the Atlantic. A rare wade-in beach offers effortless access to the ocean, while protected dockage on the canal side provides a secure spot for your boat. Additional features include a one-car garage, oversized air-conditioned storage space, and a generous covered carport ideal for vehicles, boats, golf carts, and more!

4 Beds ⋅ 5 Baths ⋅ 620096 MLS

Direct Atlantic oceanfront living with protected canal-side dockage--two features rarely found together in one Florida Keys residence. Situated within an exclusive gated enclave of just 20 lots, this newly constructed 2025 waterfront residence offers a level of privacy, luxury, and lifestyle rarely found in the Florida Keys. Positioned to capture unobstructed ocean views and a year-round ocean breeze, this thoughtfully designed 4-bedroom, 4.5-bathroom home offers an elevated coastal lifestyle with exceptional attention to detail throughout. Each bedroom features a private ensuite bathroom and spacious walk-in closet, while a true foyer entry, elevator, and abundant storage create a floor plan that is as functional as it is beautiful. The open concept living offers the perfect home to entertain and enjoy the abundant natural light. The interior design offers high end tile selections, designer light fixtures and wood accents throughout. The home also features 3 interior bars and window treatments throughout. The living spaces seamlessly transition outdoors, where an expansive entertainment area is designed to embrace the Keys lifestyle. Enjoy a resort-style pool and hot tub, outdoor kitchen, and multiple spaces to relax while overlooking the turquoise waters of the Atlantic. A rare wade-in beach offers effortless access to the ocean, while protected dockage on the canal side provides a secure spot for your boat. Additional features include a one-car garage, oversized air-conditioned storage space, and a generous covered carport ideal for vehicles, boats, golf carts, and more!

128 Sunrise Dr, Marathon

$1,649,000

Discover the perfect blend of Florida Keys waterfront living and income potential in this fully furnished home located on a residential waterway with Gulf access in the heart of Marathon. Designed for relaxation and entertaining, the home offers comfortable living spaces, beautiful water views, an enclosed Florida room, a private pool, and a private dock. Whether you are looking for a primary residence, seasonal retreat, or investment property, this home provides the flexibility to fit a variety of lifestyles. The private dock offers convenient boating access to the Gulf, making it easy to enjoy fishing, paddleboarding, boating, and everything that makes the Florida Keys lifestyle so special. Spend your days exploring the water, entertaining by the pool, or simply enjoying the peaceful waterfront setting. A standout feature of this property is its established vacation rental success. The home is actively operating as a popular vacation rental with future reservations already on the books, providing an opportunity for immediate income generation. Buyers have the flexibility to honor existing reservations and continue the rental operation, or modify future bookings to accommodate their own plans and personal use. With its waterfront location, proven rental history, future bookings in place, and desirable Marathon location, this property offers a unique opportunity to enjoy the Florida Keys while benefiting from the flexibility of an established income producing asset. Whether your goal is full time island living, a seasonal getaway, or a property that helps offset ownership costs through rental income, this home is ready for its next chapter.

3 Beds ⋅ 3 Baths ⋅ 620079 MLS

Discover the perfect blend of Florida Keys waterfront living and income potential in this fully furnished home located on a residential waterway with Gulf access in the heart of Marathon. Designed for relaxation and entertaining, the home offers comfortable living spaces, beautiful water views, an enclosed Florida room, a private pool, and a private dock. Whether you are looking for a primary residence, seasonal retreat, or investment property, this home provides the flexibility to fit a variety of lifestyles. The private dock offers convenient boating access to the Gulf, making it easy to enjoy fishing, paddleboarding, boating, and everything that makes the Florida Keys lifestyle so special. Spend your days exploring the water, entertaining by the pool, or simply enjoying the peaceful waterfront setting. A standout feature of this property is its established vacation rental success. The home is actively operating as a popular vacation rental with future reservations already on the books, providing an opportunity for immediate income generation. Buyers have the flexibility to honor existing reservations and continue the rental operation, or modify future bookings to accommodate their own plans and personal use. With its waterfront location, proven rental history, future bookings in place, and desirable Marathon location, this property offers a unique opportunity to enjoy the Florida Keys while benefiting from the flexibility of an established income producing asset. Whether your goal is full time island living, a seasonal getaway, or a property that helps offset ownership costs through rental income, this home is ready for its next chapter.

11260 6th Ave, Marathon

$2,100,000

Welcome to 499 Avenida Primiceria in Marathon FL. This unique home is perfectly located just 7 houses from beautiful Sombrero Beach and only minutes away from open water for boating. Enter into the central hub of the home that offers cathedral open beam ceilings and a generous, updated open floor plan for common living areas and direct access to the screened porch that overlooks the pool and dock. The split floor plan for the bedrooms offers additional privacy with the Primary suite located in the opposite wing from the guest rooms. Everything has been updated from the plank tile flooring, the impact resistant windows and doors, the open custom kitchen and update bathrooms. There is a while house generator. The lower level hosts a garage, workshop, covered entertaining area, and tons of additional storage space. The custom concrete pool is heated and chilled and the dock is 100' of concrete seawall with a 14k lb. boat lift. The grounds are covered with pea rock and mature tropical landscaping making for ease of maintenance and a lush private tropical setting. Call today for more information and schedule your private tour of this wonderful Florida Keys retreat.

3 Beds ⋅ 2 Baths ⋅ 620036 MLS

Welcome to 499 Avenida Primiceria in Marathon FL. This unique home is perfectly located just 7 houses from beautiful Sombrero Beach and only minutes away from open water for boating. Enter into the central hub of the home that offers cathedral open beam ceilings and a generous, updated open floor plan for common living areas and direct access to the screened porch that overlooks the pool and dock. The split floor plan for the bedrooms offers additional privacy with the Primary suite located in the opposite wing from the guest rooms. Everything has been updated from the plank tile flooring, the impact resistant windows and doors, the open custom kitchen and update bathrooms. There is a while house generator. The lower level hosts a garage, workshop, covered entertaining area, and tons of additional storage space. The custom concrete pool is heated and chilled and the dock is 100' of concrete seawall with a 14k lb. boat lift. The grounds are covered with pea rock and mature tropical landscaping making for ease of maintenance and a lush private tropical setting. Call today for more information and schedule your private tour of this wonderful Florida Keys retreat.

499 Avenida Primiceria, Marathon

$1,400,000

7070 Overseas Highway in the heart of Marathon presents an incredible mixed-use investment opportunity in a prime Overseas Highway location with outstanding visibility and endless potential. Formerly operating as a flower shop, Marathon florist, this versatile commercial property offers flexibility for a wide range of business ventures, income-producing opportunities, or redevelopment concepts. The property features approximately 4,168 finished square feet and is zoned for mixed use, making it appealing for a variety of uses! The high-traffic location provides exceptional exposure along one of the Florida Keys' busiest corridors. Looking to expand income potential? The second floor includes three residential rental units, creating immediate revenue opportunities: • One spacious 2-bedroom unit • Two 1-bedroom units Whether you are an investor seeking multiple income streams, an entrepreneur ready to launch a business in the Keys, or someone searching for a live/work opportunity, this property offers exceptional flexibility and long-term value. With mixed-use zoning, strong visibility, rental income potential, and a sought-after Marathon location, 7070 Overseas Highway is truly a rare opportunity for business investments, ventures, and future growth.

4 Beds ⋅ 4 Baths ⋅ 620015 MLS

7070 Overseas Highway in the heart of Marathon presents an incredible mixed-use investment opportunity in a prime Overseas Highway location with outstanding visibility and endless potential. Formerly operating as a flower shop, Marathon florist, this versatile commercial property offers flexibility for a wide range of business ventures, income-producing opportunities, or redevelopment concepts. The property features approximately 4,168 finished square feet and is zoned for mixed use, making it appealing for a variety of uses! The high-traffic location provides exceptional exposure along one of the Florida Keys' busiest corridors. Looking to expand income potential? The second floor includes three residential rental units, creating immediate revenue opportunities: • One spacious 2-bedroom unit • Two 1-bedroom units Whether you are an investor seeking multiple income streams, an entrepreneur ready to launch a business in the Keys, or someone searching for a live/work opportunity, this property offers exceptional flexibility and long-term value. With mixed-use zoning, strong visibility, rental income potential, and a sought-after Marathon location, 7070 Overseas Highway is truly a rare opportunity for business investments, ventures, and future growth.

7070 Overseas Hwy, Marathon

$25,000,000

Newly Built Gulf-front Sanctuary with Panoramic Views, Guest and Pool Houses, Luxe Outdoor Living, and a Deepwater Navigable Dock. Set on 3 secluded acres+/- along one of the most protected stretches of the Gulf of America, 57783 Morton Street is a newly completed estate of rare scale, privacy, and modern coastal design. Surrounded by water, sandscape, and tidal ponds alive with marine life, the property offers more than 200'+/- of direct water frontage and uninterrupted views across the open Gulf. Completed in 2025 by builder and developer Alderuccio Corporation, this resilient, elevated retreat is constructed entirely of concrete and impact glass and is designed for effortless indoor-outdoor living. With three distinct finished living spaces totaling approximately 10,000 SF+/-, the estate functions as a private resort offering privacy, recreation, and exceptional access to the best of the Florida Keys. Though private and serene, the estate remains close to everything that defines Keys living. Dining, marinas, and shopping are less than ten minutes away, and the Florida Keys Marathon International Airport lies 4 miles+/- from the property for seamless private aviation access. Deepwater routes, snorkeling coves, and renowned fishing grounds are just moments from the protected 100' dock. The architecture emphasizes clarity, durability, and immersion in water and light. Walls of impact glass capture views of the Gulf, the bay, and the property's own tidal ponds, allowing natural light to animate the interiors throughout the day. Generous room proportions, ceiling heights of 10' to 12', and open circulation reinforce a sense of airiness and connection. Every finish, from porcelain flooring to quartzite counters and exterior of shell-stone, was selected for both resilience and refined coastal style. Smart home systems, solar power with battery backup, and integrated storm protection underscore a commitment to performance and longevity.

10 Beds ⋅ 13 Baths ⋅ 619972 MLS

Newly Built Gulf-front Sanctuary with Panoramic Views, Guest and Pool Houses, Luxe Outdoor Living, and a Deepwater Navigable Dock. Set on 3 secluded acres+/- along one of the most protected stretches of the Gulf of America, 57783 Morton Street is a newly completed estate of rare scale, privacy, and modern coastal design. Surrounded by water, sandscape, and tidal ponds alive with marine life, the property offers more than 200'+/- of direct water frontage and uninterrupted views across the open Gulf. Completed in 2025 by builder and developer Alderuccio Corporation, this resilient, elevated retreat is constructed entirely of concrete and impact glass and is designed for effortless indoor-outdoor living. With three distinct finished living spaces totaling approximately 10,000 SF+/-, the estate functions as a private resort offering privacy, recreation, and exceptional access to the best of the Florida Keys. Though private and serene, the estate remains close to everything that defines Keys living. Dining, marinas, and shopping are less than ten minutes away, and the Florida Keys Marathon International Airport lies 4 miles+/- from the property for seamless private aviation access. Deepwater routes, snorkeling coves, and renowned fishing grounds are just moments from the protected 100' dock. The architecture emphasizes clarity, durability, and immersion in water and light. Walls of impact glass capture views of the Gulf, the bay, and the property's own tidal ponds, allowing natural light to animate the interiors throughout the day. Generous room proportions, ceiling heights of 10' to 12', and open circulation reinforce a sense of airiness and connection. Every finish, from porcelain flooring to quartzite counters and exterior of shell-stone, was selected for both resilience and refined coastal style. Smart home systems, solar power with battery backup, and integrated storm protection underscore a commitment to performance and longevity.

57783 Morton St, Marathon

$2,950,000

An Exquisite Tropical keys living experience awaits. A natural setting with sunset views in the warmth of a coastal home located along this beautiful bayside waterfront corner lot. This home is surrounded by 155 feet of seawall & a fabulous 35+ foot dock equipped with a 13,000 lb boat lift with Quick easy access to the Gulf. Ease in navigating the bay waters for docking & terrific for even the ''monster'' boats! Multiple docking configurations possible! This stilted home provides tranquil privacy & easy living. A concrete pad below provides lots of covered out door living space along with an enclosed a flex space area plus a double car garage that can handle a full size truck! Staying home for the day? Cool off in your pool or sit in the shade of the coconut trees. Want to take a water break? Private steps into the bay give you easy access to launch your kayaks or paddle boards. Enjoy the views of the gulf & sunsets from your patio & backyard. This open floor plan, high ceilings 3 bedroom, 2 bath home has amazing appointments & finishes throughout. A beautiful kitchen designed for the most discerning chef with: expansive island, stunning granite counters, nicely upgraded 1 year new SS appliances, double Pantry cabinetry & storage galore. Plus a morning coffee bar with upper & lower cabinets , sink & beverage fridge. The Primary ensuite provides a spacious room, natural light, a walk-in shower, a soaking tub & double sinks with drawer/cabinetry vanity, pendent lights plus a TV. Both bathrooms have tile decorative features along with stunning granite counters in primary & Quartz in Guest room + framed mirrors. Additional storage in separate laundry room & linen closets. The expansive patio, dock & stairs recently redone with maintenance free composite; Never have to paint or replaced. This almost new construction has barely been lived in used as a part-time getaway & Never been a rental. The construction is built 2 feet above flood elevation. A tru

3 Beds ⋅ 2 Baths ⋅ 619945 MLS

An Exquisite Tropical keys living experience awaits. A natural setting with sunset views in the warmth of a coastal home located along this beautiful bayside waterfront corner lot. This home is surrounded by 155 feet of seawall & a fabulous 35+ foot dock equipped with a 13,000 lb boat lift with Quick easy access to the Gulf. Ease in navigating the bay waters for docking & terrific for even the ''monster'' boats! Multiple docking configurations possible! This stilted home provides tranquil privacy & easy living. A concrete pad below provides lots of covered out door living space along with an enclosed a flex space area plus a double car garage that can handle a full size truck! Staying home for the day? Cool off in your pool or sit in the shade of the coconut trees. Want to take a water break? Private steps into the bay give you easy access to launch your kayaks or paddle boards. Enjoy the views of the gulf & sunsets from your patio & backyard. This open floor plan, high ceilings 3 bedroom, 2 bath home has amazing appointments & finishes throughout. A beautiful kitchen designed for the most discerning chef with: expansive island, stunning granite counters, nicely upgraded 1 year new SS appliances, double Pantry cabinetry & storage galore. Plus a morning coffee bar with upper & lower cabinets , sink & beverage fridge. The Primary ensuite provides a spacious room, natural light, a walk-in shower, a soaking tub & double sinks with drawer/cabinetry vanity, pendent lights plus a TV. Both bathrooms have tile decorative features along with stunning granite counters in primary & Quartz in Guest room + framed mirrors. Additional storage in separate laundry room & linen closets. The expansive patio, dock & stairs recently redone with maintenance free composite; Never have to paint or replaced. This almost new construction has barely been lived in used as a part-time getaway & Never been a rental. The construction is built 2 feet above flood elevation. A tru

217 Bruce Ct, Marathon

$4,390,000

Welcome to an elevated expression of island living at 23 Treasure Road in the heart of the Florida Keys. This impeccably maintained waterfront residence showcases breathtaking panoramic ocean views from every vantage point, including the pool, main living areas, dining space, primary suite, and tiki hut. Designed for effortless entertaining and everyday enjoyment, the pool is ideally positioned on the main living level alongside the kitchen and gathering spaces, creating a seamless indoor-outdoor flow rarely found in waterfront homes. Relax poolside while enjoying ocean breezes and endless blue water views. The upper level features two beautifully appointed bedrooms and three baths, enhanced by impact-rated doors, windows, and hurricane sliders for style and peace of mind. Downstairs, a private guest suite and expansive finished bonus space provide flexibility for guests, entertaining, or recreation. The oversized dual-entry garage accommodates up to three vehicles and offers exceptional space for the Florida Keys lifestyle, with plenty of room for fishing gear, dive equipment, water toys, and additional storage. A dedicated tackle room adds convenience for avid anglers and boaters alike. Along the water's edge, a substantial 200 foot rock seawall provides protection and presence, while the private boat ramp, dock, and boat lift offer effortless access to world-class boating and fishing. Two separate gated entrances welcome you into a lush, meticulously landscaped setting complete with privacy walls, mature hedges, and fencing for a serene and secluded atmosphere. Situated on an oversized parcel, this rare waterfront offering presents an exceptional opportunity to enjoy the ultimate private coastal retreat in the Florida Keys.

3 Beds ⋅ 3 Baths ⋅ 619918 MLS

Welcome to an elevated expression of island living at 23 Treasure Road in the heart of the Florida Keys. This impeccably maintained waterfront residence showcases breathtaking panoramic ocean views from every vantage point, including the pool, main living areas, dining space, primary suite, and tiki hut. Designed for effortless entertaining and everyday enjoyment, the pool is ideally positioned on the main living level alongside the kitchen and gathering spaces, creating a seamless indoor-outdoor flow rarely found in waterfront homes. Relax poolside while enjoying ocean breezes and endless blue water views. The upper level features two beautifully appointed bedrooms and three baths, enhanced by impact-rated doors, windows, and hurricane sliders for style and peace of mind. Downstairs, a private guest suite and expansive finished bonus space provide flexibility for guests, entertaining, or recreation. The oversized dual-entry garage accommodates up to three vehicles and offers exceptional space for the Florida Keys lifestyle, with plenty of room for fishing gear, dive equipment, water toys, and additional storage. A dedicated tackle room adds convenience for avid anglers and boaters alike. Along the water's edge, a substantial 200 foot rock seawall provides protection and presence, while the private boat ramp, dock, and boat lift offer effortless access to world-class boating and fishing. Two separate gated entrances welcome you into a lush, meticulously landscaped setting complete with privacy walls, mature hedges, and fencing for a serene and secluded atmosphere. Situated on an oversized parcel, this rare waterfront offering presents an exceptional opportunity to enjoy the ultimate private coastal retreat in the Florida Keys.

23 Treasure Rd, Marathon

$3,495,000

Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key offering expansive water views, a white sand beach, and resort-style living. A strong-producing vacation rental with established history and future bookings in place, this exceptional estate presents an attractive investment opportunity. Set on more than 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, Casa Feliz is designed for relaxation and entertaining. An observation pier provides access for kayaking, paddleboarding, fishing, and enjoying abundant marine life. Dockage is available nearby at Duck Key Marina or Grassy Key Marina, if desired. The property's unique orientation captures both sunrise and sunset views, a rare feature in the Keys. Outdoor amenities include a saltwater pool with cascading waterfalls, spillover spa, and a fully equipped poolside cabana featuring a wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit offer inviting spaces to gather beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was redesigned to maximize ocean views throughout. Four custom bedroom suites, each with a private en-suite bath, comfortably accommodate guests. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Accordion impact-glass doors create a seamless connection between indoor and outdoor living. The gourmet kitchen features Café appliances, an induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, and a mural by a local artist. Come discover why Grassy Key is the place to be.

4 Beds ⋅ 4 Baths ⋅ 619913 MLS

Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key offering expansive water views, a white sand beach, and resort-style living. A strong-producing vacation rental with established history and future bookings in place, this exceptional estate presents an attractive investment opportunity. Set on more than 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, Casa Feliz is designed for relaxation and entertaining. An observation pier provides access for kayaking, paddleboarding, fishing, and enjoying abundant marine life. Dockage is available nearby at Duck Key Marina or Grassy Key Marina, if desired. The property's unique orientation captures both sunrise and sunset views, a rare feature in the Keys. Outdoor amenities include a saltwater pool with cascading waterfalls, spillover spa, and a fully equipped poolside cabana featuring a wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit offer inviting spaces to gather beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was redesigned to maximize ocean views throughout. Four custom bedroom suites, each with a private en-suite bath, comfortably accommodate guests. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Accordion impact-glass doors create a seamless connection between indoor and outdoor living. The gourmet kitchen features Café appliances, an induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, and a mural by a local artist. Come discover why Grassy Key is the place to be.

58652 Overseas Hwy, Marathon

$3,400,000

CONSTRUCTION COMPLETE! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys, adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, and sandy beach with the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the pool deck and beach. The second floor features an open floor plan with spacious kitchen, dining, and great room all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor, you'll find the primary suite with a luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Luxuriously finished with high-end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes, and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase from the second down to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best!

5 Beds ⋅ 5 Baths ⋅ 619897 MLS

CONSTRUCTION COMPLETE! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys, adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, and sandy beach with the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the pool deck and beach. The second floor features an open floor plan with spacious kitchen, dining, and great room all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor, you'll find the primary suite with a luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Luxuriously finished with high-end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes, and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase from the second down to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best!

59720 Overseas Highway Unit 10, Marathon

$3,100,000

CONSTRUCTION COMPLETE! MOVE-IN AND RENTAL READY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys; adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, and a sandy beach with the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the pool deck and beach. The second floor features an open floor plan with spacious kitchen, dining, and great room all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor, you'll find the primary suite with a luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Luxuriously finished with high-end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase from the second floor down to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best!

5 Beds ⋅ 5 Baths ⋅ 619896 MLS

CONSTRUCTION COMPLETE! MOVE-IN AND RENTAL READY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys; adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, and a sandy beach with the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the pool deck and beach. The second floor features an open floor plan with spacious kitchen, dining, and great room all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor, you'll find the primary suite with a luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Luxuriously finished with high-end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase from the second floor down to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best!

59720 Overseas Highway Unit 9, Marathon

$1,675,000

From the moment you arrive, this charming waterfront cottage invites you to leave the outside world behind. Tucked among lush tropical landscaping, its soft yellow exterior, metal roof, and classic white-picket charm set the mood for something unforgettable. Welcome to Key Lime Kottage, a turnkey 3-bedroom, 2-bath waterfront retreat in Grassy Key, where time slows, conversations last longer, and every day feels like a Florida Keys vacation. Inside, the open living, dining, and kitchen areas flow effortlessly, creating a warm setting for relaxed meals and time together. Outside, Key Lime Kottage becomes your secluded resort. The screened-in pool and spa, covered lounging area, and tropical privacy invite you to unwind. Imagine floating beneath the sun, relaxing in the spa, and sharing a toast as the sky turns gold and coral. A composite dock leads through the mangroves toward open Gulf views. Begin the morning with coffee by the water, launch a kayak or paddleboard, or sit together and enjoy the soothing rhythm of the Keys. Currently in a vacation-rental program, Key Lime Kottage combines personal enjoyment with income-producing potential. Its waterfront setting, open-water views, pool, spa, privacy, and turnkey condition create the resort experience guests seek--and want to revisit year after year. Conveniently located near the Dolphin Research Center, The Wreck Restaurant, downtown Marathon, shopping, marinas, and Million Air, the home feels private yet connected. You are not simply purchasing a property. You are investing in peaceful mornings, poolside afternoons, romantic sunsets, and a Florida Keys lifestyle guests will remember long after leaving. Could Key Lime Kottage become your private escape, income-producing retreat--or both? Kindly provide at least 24 hours' notice for showings. Saturdays during guest check-in and check-out windows are preferred.

3 Beds ⋅ 2 Baths ⋅ 619885 MLS

From the moment you arrive, this charming waterfront cottage invites you to leave the outside world behind. Tucked among lush tropical landscaping, its soft yellow exterior, metal roof, and classic white-picket charm set the mood for something unforgettable. Welcome to Key Lime Kottage, a turnkey 3-bedroom, 2-bath waterfront retreat in Grassy Key, where time slows, conversations last longer, and every day feels like a Florida Keys vacation. Inside, the open living, dining, and kitchen areas flow effortlessly, creating a warm setting for relaxed meals and time together. Outside, Key Lime Kottage becomes your secluded resort. The screened-in pool and spa, covered lounging area, and tropical privacy invite you to unwind. Imagine floating beneath the sun, relaxing in the spa, and sharing a toast as the sky turns gold and coral. A composite dock leads through the mangroves toward open Gulf views. Begin the morning with coffee by the water, launch a kayak or paddleboard, or sit together and enjoy the soothing rhythm of the Keys. Currently in a vacation-rental program, Key Lime Kottage combines personal enjoyment with income-producing potential. Its waterfront setting, open-water views, pool, spa, privacy, and turnkey condition create the resort experience guests seek--and want to revisit year after year. Conveniently located near the Dolphin Research Center, The Wreck Restaurant, downtown Marathon, shopping, marinas, and Million Air, the home feels private yet connected. You are not simply purchasing a property. You are investing in peaceful mornings, poolside afternoons, romantic sunsets, and a Florida Keys lifestyle guests will remember long after leaving. Could Key Lime Kottage become your private escape, income-producing retreat--or both? Kindly provide at least 24 hours' notice for showings. Saturdays during guest check-in and check-out windows are preferred.

58773 Overseas Hwy, Marathon

$2,399,000

Looking for the best of both worlds? Enjoy your vacation home and let it pay for its self when your not. Since January 2024, 229 Pescayo has hosted 113 stays across 860 guest nights and generated $512,831 in accommodation revenue. An incredible 88% occupancy rate 4.96 / 5.0 guest rating Fully furnished, income-generating from day one -- zero ramp-up period This isn't a fixer-upper with 'potential.' It's a proven, cash-flowing short-term rental with the reviews, occupancy, and forward bookings to prove it -- built in 2023 and already established as one of the area's busiest vacation rentals. Why It Performs: Every finish was chosen to drive nightly rate and occupancy, not just curb appeal. Boaters and premium-amenity guests are the target market, and the property is built to convert them into repeat bookings: 72' of deep-water dockage, water & electric at dock, outdoor lighting Less than 10 minutes to open water & Vaca Cut for Gulf access Heated pool with paver decking Covered entertaining area + large covered upper terrace for shaded, salt-air living 240V EV charger 800 sq ft storage enclosure Aluminum gated vehicle access + security cameras The Property: Double doors open into an open-concept kitchen and living space -- quartz countertops, tile backsplash, built-in wine cooler, and tile flooring throughout. Four master suites, each with a private bath, plus an additional half bath for guests. Sold fully furnished -- dishes, linens, smart TVs, all of it. Bottom Line: No lease-up, no renovation, no guesswork on rates. Bring your boat -- the income is already running.

4 Beds ⋅ 5 Baths ⋅ 619881 MLS

Looking for the best of both worlds? Enjoy your vacation home and let it pay for its self when your not. Since January 2024, 229 Pescayo has hosted 113 stays across 860 guest nights and generated $512,831 in accommodation revenue. An incredible 88% occupancy rate 4.96 / 5.0 guest rating Fully furnished, income-generating from day one -- zero ramp-up period This isn't a fixer-upper with 'potential.' It's a proven, cash-flowing short-term rental with the reviews, occupancy, and forward bookings to prove it -- built in 2023 and already established as one of the area's busiest vacation rentals. Why It Performs: Every finish was chosen to drive nightly rate and occupancy, not just curb appeal. Boaters and premium-amenity guests are the target market, and the property is built to convert them into repeat bookings: 72' of deep-water dockage, water & electric at dock, outdoor lighting Less than 10 minutes to open water & Vaca Cut for Gulf access Heated pool with paver decking Covered entertaining area + large covered upper terrace for shaded, salt-air living 240V EV charger 800 sq ft storage enclosure Aluminum gated vehicle access + security cameras The Property: Double doors open into an open-concept kitchen and living space -- quartz countertops, tile backsplash, built-in wine cooler, and tile flooring throughout. Four master suites, each with a private bath, plus an additional half bath for guests. Sold fully furnished -- dishes, linens, smart TVs, all of it. Bottom Line: No lease-up, no renovation, no guesswork on rates. Bring your boat -- the income is already running.

229 Pescayo Ave, Marathon

$2,390,000

Fast track your way to receiving a building permit for the home of your dreams. A stunning opportunity to build exactly what you envision for this beautiful ocean front lot, completely cleared and filled to grade. Preexisting home has been removed, thus allowing for a super fast permitting process. once your architectural plans have been submitted you could be breaking ground in two to three months. This 1/2 acre + lot is located in the heart of Marathon, walking distance to the popular Sombrero Beach and Park. There is a bike path/walking path that winds through the golf course, past Publix Shopping Center, the best beach in the Keys and lovely quiet neighborhoods. In five minutes you can be at the Marathon International Airport, Fishermans Hospital or Home Depot. Marathon is a friendly fishing and diving village with many restaurants and shops. The boating access from this lot will accommodate a boat with up to a 4' draft and the channel is clearly marked. Dock Permit readily obtainable.

619872 MLS

Fast track your way to receiving a building permit for the home of your dreams. A stunning opportunity to build exactly what you envision for this beautiful ocean front lot, completely cleared and filled to grade. Preexisting home has been removed, thus allowing for a super fast permitting process. once your architectural plans have been submitted you could be breaking ground in two to three months. This 1/2 acre + lot is located in the heart of Marathon, walking distance to the popular Sombrero Beach and Park. There is a bike path/walking path that winds through the golf course, past Publix Shopping Center, the best beach in the Keys and lovely quiet neighborhoods. In five minutes you can be at the Marathon International Airport, Fishermans Hospital or Home Depot. Marathon is a friendly fishing and diving village with many restaurants and shops. The boating access from this lot will accommodate a boat with up to a 4' draft and the channel is clearly marked. Dock Permit readily obtainable.

88 A Tingler Ln, Marathon

$4,599,000

Seize Your Dream with Fast-Tracked Building Permits!** Unlock the potential to construct your ideal oceanfront retreat on this exceptional estate-sized lot. This stunning 1.5-acre parcel is completely cleared and filled to grade, allowing for an expedited permitting process. With the preexisting home already removed, you can start building in just two to three months after submitting your architectural plans. (ROGO exempt) This property has been divided into two parcels, offering the flexibility to create one or two homes, depending on your vision. It's perfectly situated in the heart of Marathon, just a short stroll away from the renowned Sombrero Beach and Park. Enjoy access to a scenic bike and walking path that meanders through the nearby golf course and connects to the Publix Shopping Center, the best beach in the Keys, and charming neighborhoods. You'll find Marathon International Airport, Fisherman's Hospital, and Home Depot within a quick five-minute drive. Marathon is known for its friendly fishing and diving community, boasting an array of restaurants and shops. The boating access from this lot can accommodate vessels with a draft of up to 4 feet, and a dock permit is already applied for and readily obtainable. Don't miss this rare opportunity to make your seaside dream a reality!

619871 MLS

Seize Your Dream with Fast-Tracked Building Permits!** Unlock the potential to construct your ideal oceanfront retreat on this exceptional estate-sized lot. This stunning 1.5-acre parcel is completely cleared and filled to grade, allowing for an expedited permitting process. With the preexisting home already removed, you can start building in just two to three months after submitting your architectural plans. (ROGO exempt) This property has been divided into two parcels, offering the flexibility to create one or two homes, depending on your vision. It's perfectly situated in the heart of Marathon, just a short stroll away from the renowned Sombrero Beach and Park. Enjoy access to a scenic bike and walking path that meanders through the nearby golf course and connects to the Publix Shopping Center, the best beach in the Keys, and charming neighborhoods. You'll find Marathon International Airport, Fisherman's Hospital, and Home Depot within a quick five-minute drive. Marathon is known for its friendly fishing and diving community, boasting an array of restaurants and shops. The boating access from this lot can accommodate vessels with a draft of up to 4 feet, and a dock permit is already applied for and readily obtainable. Don't miss this rare opportunity to make your seaside dream a reality!

88 Tingler Ln, Marathon

$1,250,000

Beautifully renovated and fully turnkey duplex located on a deep-water canal in the heart of Marathon. This rare income-producing property features TWO spacious homes, 2BD/2BA on each side, each unit offers approximately 927 sq. ft. of updated coastal living with impact windows and doors, granite countertops, stainless steel appliances, tile flooring throughout, and covered parking. Renovated in 2020, the property blends modern finishes with the relaxed Florida Keys boating lifestyle. A true boater's dream, each side offers its own 30' concrete dock and seawall (60' total) complete with 30-amp shore power and fresh water hookups. Enjoy quick ocean access and easy Gulf access via Vaca Cut, making this an exceptional setup for anglers and boating enthusiasts alike. The waterside outdoor spaces are designed for entertaining and enjoying the Keys lifestyle, featuring string lighting, solar-lit dock pilings, under-dock fish lights that attract snapper and tarpon, and frequent manatee visits along the canal. Located directly next door to Oceanfront Park, owners and guests enjoy immediate access to one of Marathon's premier waterfront parks offering pickleball courts, a dog park, kayak launch, open green space, waterfront walking trails, playgrounds, exercise equipment and community events. Conveniently located 4 miles from Sombrero Beach, and 1.5 miles from Coco Plum Beach. Currently tenant occupied with both units rented month-to-month. This property also has strong vacation rental potential. Ideal opportunity to live in one side while renting the other, or maximize income potential with a fully turnkey investment property in one of the Florida Keys' most desirable boating communities. Current Insurances are very reasonable: $3,841 Flood (Covers both sides) 576 - $4,303 Wind 574 - $4,129 Wind 576 - $860 HO/Liability 574 - $721 HO/Liabilty (Pictures are of 576 99th, 574 is the same layout/finishes. Access can be arranged

4 Beds ⋅ 4 Baths ⋅ 619866 MLS

Beautifully renovated and fully turnkey duplex located on a deep-water canal in the heart of Marathon. This rare income-producing property features TWO spacious homes, 2BD/2BA on each side, each unit offers approximately 927 sq. ft. of updated coastal living with impact windows and doors, granite countertops, stainless steel appliances, tile flooring throughout, and covered parking. Renovated in 2020, the property blends modern finishes with the relaxed Florida Keys boating lifestyle. A true boater's dream, each side offers its own 30' concrete dock and seawall (60' total) complete with 30-amp shore power and fresh water hookups. Enjoy quick ocean access and easy Gulf access via Vaca Cut, making this an exceptional setup for anglers and boating enthusiasts alike. The waterside outdoor spaces are designed for entertaining and enjoying the Keys lifestyle, featuring string lighting, solar-lit dock pilings, under-dock fish lights that attract snapper and tarpon, and frequent manatee visits along the canal. Located directly next door to Oceanfront Park, owners and guests enjoy immediate access to one of Marathon's premier waterfront parks offering pickleball courts, a dog park, kayak launch, open green space, waterfront walking trails, playgrounds, exercise equipment and community events. Conveniently located 4 miles from Sombrero Beach, and 1.5 miles from Coco Plum Beach. Currently tenant occupied with both units rented month-to-month. This property also has strong vacation rental potential. Ideal opportunity to live in one side while renting the other, or maximize income potential with a fully turnkey investment property in one of the Florida Keys' most desirable boating communities. Current Insurances are very reasonable: $3,841 Flood (Covers both sides) 576 - $4,303 Wind 574 - $4,129 Wind 576 - $860 HO/Liability 574 - $721 HO/Liabilty (Pictures are of 576 99th, 574 is the same layout/finishes. Access can be arranged

574 & 576 99th St, Marathon

$2,200,000

High visibility fully equipped restaurant and market available for sale. Includes Real Estate, all furnishings, fixtures, and equipment (FF&E.) Property provides ample parking for 135 seat restaurant currently with an SFS Liquor License. Well established location known by locals and visitors alike. Multi-faceted operation with 2,762 sq ft containing high quality dining, fresh seafood market, and tiki bar. Business added the 700 sq ft of open deck for extra seating and liquor license in 2022. Business is not operating currently but property is turnkey and ready to start serving immediately for the right Buyer. . Real Estate consists of 3 +/- acres, 11,761 sq ft of which is a corner lot including improvement and 60 +/- linear feet on US 1, with Signage and centrally located in Marathon's main commerce bubble. The remaining 2.73 acres is deemed environmentally sensitive.

619852 MLS

High visibility fully equipped restaurant and market available for sale. Includes Real Estate, all furnishings, fixtures, and equipment (FF&E.) Property provides ample parking for 135 seat restaurant currently with an SFS Liquor License. Well established location known by locals and visitors alike. Multi-faceted operation with 2,762 sq ft containing high quality dining, fresh seafood market, and tiki bar. Business added the 700 sq ft of open deck for extra seating and liquor license in 2022. Business is not operating currently but property is turnkey and ready to start serving immediately for the right Buyer. . Real Estate consists of 3 +/- acres, 11,761 sq ft of which is a corner lot including improvement and 60 +/- linear feet on US 1, with Signage and centrally located in Marathon's main commerce bubble. The remaining 2.73 acres is deemed environmentally sensitive.

6950 Overseas Hwy, Marathon

$2,095,000

A rare opportunity to own a fully renovated waterfront home that delivers both the Florida Keys lifestyle and exceptional investment potential. Offering five legal bedrooms, three legal bathrooms, and seven-day vacation rentals, this turnkey property presents projected rental income of up to $170,000 annually (per pro forma), making it equally appealing as a primary residence, second home, or income-producing investment. Located on a deep-water canal with approximately 75 feet of concrete dockage, a boat lift, fish-cleaning station, and private pool, you'll enjoy quick, easy access to the Gulf and the Atlantic through Vaca Cut--putting world-class fishing, sandbars, waterfront restaurants, and open water just minutes from your dock. Inside, the home has been completely reimagined with designer finishes throughout. An open-concept floor plan, beautifully renovated kitchen and baths, and light-filled living spaces create a sophisticated yet relaxed coastal retreat that's ready to enjoy from day one. With generous parking for vehicles and trailers, ample outdoor entertaining space, and one of Marathon's most desirable boating locations, this property offers a rare combination of luxury, convenience, and strong income potential. Whether you're looking for a high-performing vacation rental or your own private piece of the Florida Keys, this home delivers the best of both.

5 Beds ⋅ 3 Baths ⋅ 619837 MLS

A rare opportunity to own a fully renovated waterfront home that delivers both the Florida Keys lifestyle and exceptional investment potential. Offering five legal bedrooms, three legal bathrooms, and seven-day vacation rentals, this turnkey property presents projected rental income of up to $170,000 annually (per pro forma), making it equally appealing as a primary residence, second home, or income-producing investment. Located on a deep-water canal with approximately 75 feet of concrete dockage, a boat lift, fish-cleaning station, and private pool, you'll enjoy quick, easy access to the Gulf and the Atlantic through Vaca Cut--putting world-class fishing, sandbars, waterfront restaurants, and open water just minutes from your dock. Inside, the home has been completely reimagined with designer finishes throughout. An open-concept floor plan, beautifully renovated kitchen and baths, and light-filled living spaces create a sophisticated yet relaxed coastal retreat that's ready to enjoy from day one. With generous parking for vehicles and trailers, ample outdoor entertaining space, and one of Marathon's most desirable boating locations, this property offers a rare combination of luxury, convenience, and strong income potential. Whether you're looking for a high-performing vacation rental or your own private piece of the Florida Keys, this home delivers the best of both.

112 Bruce Ct, Marathon

$1,250,000

This extraordinary Mid-Century modern single-family home is a private tropical oasis at the (rarely available) end of a canal with direct-ocean access. The luxury resort-style patio features Travertine tile, a heated pool with a sun shelf, and custom landscape lighting for evening entertaining. The home's original craftsmanship is high-lighted by tongue and groove Florida Pine ceilings, grand archways, and wooden beams. The floor to ceiling windows and doors provide for natural light flowing into the home from sunrise until sunset. The open-concept living area connects to an updated kitchen with stainless steel appliances and granite countertops. The master suite boasts a hand-scraped Acacia Hardwood accent wall, barn doors, an oversized Travertine shower, and a floating sink. Two additional bedrooms in a separate wing provide guest privacy with a shared updated bathroom with an Italian marble shower. This oversized fenced lot at 8,362 sq/ft provides a tropical sanctuary in paradise. Whether you're looking for an established and profitable rental property or you're ready to embrace the dream of a Florida Keys lifestyle, this turnkey property delivers.

3 Beds ⋅ 3 Baths ⋅ 619797 MLS

This extraordinary Mid-Century modern single-family home is a private tropical oasis at the (rarely available) end of a canal with direct-ocean access. The luxury resort-style patio features Travertine tile, a heated pool with a sun shelf, and custom landscape lighting for evening entertaining. The home's original craftsmanship is high-lighted by tongue and groove Florida Pine ceilings, grand archways, and wooden beams. The floor to ceiling windows and doors provide for natural light flowing into the home from sunrise until sunset. The open-concept living area connects to an updated kitchen with stainless steel appliances and granite countertops. The master suite boasts a hand-scraped Acacia Hardwood accent wall, barn doors, an oversized Travertine shower, and a floating sink. Two additional bedrooms in a separate wing provide guest privacy with a shared updated bathroom with an Italian marble shower. This oversized fenced lot at 8,362 sq/ft provides a tropical sanctuary in paradise. Whether you're looking for an established and profitable rental property or you're ready to embrace the dream of a Florida Keys lifestyle, this turnkey property delivers.

280 100th St, Marathon

$2,249,000

Over 3400 sqft of Luxury Living is featured with this 2007 custom built CBS in the gated community of Stirrup Key Sub in Marathon. Elevated water views, a deeded boat slip, protected community marina, multiple outdoor living areas and a private pool. Designed for both everyday comfort and entertaining, this multi-level home offers generous interior space, flexible living areas, and a thoughtful indoor-outdoor layout. The ground level features a three-car garage, ample storage, and direct access to the pool area, creating an easy flow for relaxing, hosting, and enjoying the Keys lifestyle. The second floor serves as the main living level with two bedrooms, two full baths, a full kitchen, and open living and dining areas that extend onto a large screened lanai. This level is ideal for casual gatherings, quiet mornings, and evening breezes. The third floor offers a private primary suite, sitting area or fourth bedroom, bar/kitchenette, fireplace, spa-style bath, and an expansive lanai with peaceful elevated views. A spiral staircase leads to the fourth-floor widow's walk, finished with travertine flooring and a water hookup. From this vantage point, panoramic views stretch across Marathon and toward the Gulf, creating a quiet setting for sunrise, sunset, and open-air relaxation. A private nature path winds through preserved surroundings and leads to a Gulf-front observation dock, ideal for wildlife viewing and enjoying the surrounding natural setting. Additional features include a lift to the second floor for added convenience. Centrally located in Marathon, the home offers convenient access to shopping, dining, & daily necessities. With a deeded marina slip, elevated water views, pool, garage space, storage, multiple lanais, and a flexible custom layout, this property offers a rare combination of privacy, space, and boating access in Marathon. Schedule a private showing to experience this custom home and deeded marina slip in person.

4 Beds ⋅ 3 Baths ⋅ 619793 MLS

Over 3400 sqft of Luxury Living is featured with this 2007 custom built CBS in the gated community of Stirrup Key Sub in Marathon. Elevated water views, a deeded boat slip, protected community marina, multiple outdoor living areas and a private pool. Designed for both everyday comfort and entertaining, this multi-level home offers generous interior space, flexible living areas, and a thoughtful indoor-outdoor layout. The ground level features a three-car garage, ample storage, and direct access to the pool area, creating an easy flow for relaxing, hosting, and enjoying the Keys lifestyle. The second floor serves as the main living level with two bedrooms, two full baths, a full kitchen, and open living and dining areas that extend onto a large screened lanai. This level is ideal for casual gatherings, quiet mornings, and evening breezes. The third floor offers a private primary suite, sitting area or fourth bedroom, bar/kitchenette, fireplace, spa-style bath, and an expansive lanai with peaceful elevated views. A spiral staircase leads to the fourth-floor widow's walk, finished with travertine flooring and a water hookup. From this vantage point, panoramic views stretch across Marathon and toward the Gulf, creating a quiet setting for sunrise, sunset, and open-air relaxation. A private nature path winds through preserved surroundings and leads to a Gulf-front observation dock, ideal for wildlife viewing and enjoying the surrounding natural setting. Additional features include a lift to the second floor for added convenience. Centrally located in Marathon, the home offers convenient access to shopping, dining, & daily necessities. With a deeded marina slip, elevated water views, pool, garage space, storage, multiple lanais, and a flexible custom layout, this property offers a rare combination of privacy, space, and boating access in Marathon. Schedule a private showing to experience this custom home and deeded marina slip in person.

205 Stirrup, Marathon

$2,100,000

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

5 Beds ⋅ 4 Baths ⋅ 619765 MLS

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

103 52nd St, Marathon

$1,300,000

Experience the pinnacle of oceanfront living in this breathtaking townhome within the highly sought-after Bonefish Yacht Club — a private, upscale enclave nestled along the sparkling waters of the Atlantic. This meticulously maintained 3-story residence offers exceptional coastal elegance, privacy, and resort-style amenities. Step into an open-concept living space that seamlessly blends indoor comfort with outdoor serenity. Enjoy water views from multiple balconies, perfect for morning coffee or sunset cocktails. The interior features a thoughtfully designed floor plan, and refined coastal décor creating a serene sanctuary ideal for both full-time residence or a luxury vacation escape. One of the property's most coveted features is the included 40' legal, liveaboard boat slip — offering deep water, direct ocean access with no fixed bridges, making it an ideal choice for avid boaters, fishermen, or those seeking the freedom of the open sea at their doorstep. Wake up and step aboard for a day on the water, with world-class sportfishing, diving, and island hopping just minutes away. The Bonefish Yacht Club community provides residents with a resort-like atmosphere, complete with amenities such as a pool, clubhouse, marina, and a peaceful, private setting that captures the essence of luxurious, laid-back island living. Don't miss your opportunity to own a piece of paradise in one of the Florida Keys' most desirable communities.

3 Beds ⋅ 3 Baths ⋅ 614988 MLS

Experience the pinnacle of oceanfront living in this breathtaking townhome within the highly sought-after Bonefish Yacht Club — a private, upscale enclave nestled along the sparkling waters of the Atlantic. This meticulously maintained 3-story residence offers exceptional coastal elegance, privacy, and resort-style amenities. Step into an open-concept living space that seamlessly blends indoor comfort with outdoor serenity. Enjoy water views from multiple balconies, perfect for morning coffee or sunset cocktails. The interior features a thoughtfully designed floor plan, and refined coastal décor creating a serene sanctuary ideal for both full-time residence or a luxury vacation escape. One of the property's most coveted features is the included 40' legal, liveaboard boat slip — offering deep water, direct ocean access with no fixed bridges, making it an ideal choice for avid boaters, fishermen, or those seeking the freedom of the open sea at their doorstep. Wake up and step aboard for a day on the water, with world-class sportfishing, diving, and island hopping just minutes away. The Bonefish Yacht Club community provides residents with a resort-like atmosphere, complete with amenities such as a pool, clubhouse, marina, and a peaceful, private setting that captures the essence of luxurious, laid-back island living. Don't miss your opportunity to own a piece of paradise in one of the Florida Keys' most desirable communities.

95 Coco Plum Dr Unit 5D, Marathon

$3,500,000

CONSTRUCTION COMPLETE! MOVE-IN AND RENTAL READY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering four and five-bedroom floor plans all with direct Atlantic Ocean views, a resort style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor you'll find the primary suite with luxurious spa bath and three additional guest bedrooms. The homes are finished with high end KitchenAid appliances, waterfall quartz countertops, full height backsplashes, custom closets and much more. Additionally this residence offers upgrades including: elevator, outdoor summer kitchen, exterior spiral staircase to first floor, custom millwork, brass fixtures and fire pit. SeaGlass Cove is barefoot luxury at its best.

4 Beds ⋅ 5 Baths ⋅ 609718 MLS

CONSTRUCTION COMPLETE! MOVE-IN AND RENTAL READY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering four and five-bedroom floor plans all with direct Atlantic Ocean views, a resort style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor you'll find the primary suite with luxurious spa bath and three additional guest bedrooms. The homes are finished with high end KitchenAid appliances, waterfall quartz countertops, full height backsplashes, custom closets and much more. Additionally this residence offers upgrades including: elevator, outdoor summer kitchen, exterior spiral staircase to first floor, custom millwork, brass fixtures and fire pit. SeaGlass Cove is barefoot luxury at its best.

59720 Overseas Highway Unit 8, Marathon

$1,350,000

One of the best buildable lots in the City of Marathon for large boats and immedate ocean access. Can't find the right home? Build your own! 11,354 square foot right on Bonefish Channel with very deep water the Atlantic Ocean just moments away. Dock permit is available with some reconfiguration required. Subject lot, and the adjacent lot 246 Pescayo are also available as a double lot (see listing #614973) Building plans for home on both lots are available as well

619492 MLS

One of the best buildable lots in the City of Marathon for large boats and immedate ocean access. Can't find the right home? Build your own! 11,354 square foot right on Bonefish Channel with very deep water the Atlantic Ocean just moments away. Dock permit is available with some reconfiguration required. Subject lot, and the adjacent lot 246 Pescayo are also available as a double lot (see listing #614973) Building plans for home on both lots are available as well

248 Pescayo Ave, Marathon

$2,899,000

Build your dream oceanfront home in the prestigious gated community of Sunrise Isle, a coastal island of just 20 properties located next to beautiful Sombrero Beach in the heart of Marathon. Build anytime you like as the property comes with a deeded City of Marathon Transferrable Building Right subject to the conditions of the City of Marathon. Generous 40,249 sq. ft. ocean and canal front lot (a rare find in the Keys) boasts approximately 104 ft. beach frontage and approximately 467 ft. deep water canal frontage with the option for boat dockage on two separate sides of the canal. A brand new concrete seawall offers superb boating access to both the Ocean and Gulf for world-class fishing and diving. Fly into Marathon's Jet Center just minutes away and once home walk to beautiful Sombrero Beach or enjoy golf, dining and shopping just seconds away. Don't miss this opportunity to build your custom waterfront home in the Fabulous Florida Keys.

619491 MLS

Build your dream oceanfront home in the prestigious gated community of Sunrise Isle, a coastal island of just 20 properties located next to beautiful Sombrero Beach in the heart of Marathon. Build anytime you like as the property comes with a deeded City of Marathon Transferrable Building Right subject to the conditions of the City of Marathon. Generous 40,249 sq. ft. ocean and canal front lot (a rare find in the Keys) boasts approximately 104 ft. beach frontage and approximately 467 ft. deep water canal frontage with the option for boat dockage on two separate sides of the canal. A brand new concrete seawall offers superb boating access to both the Ocean and Gulf for world-class fishing and diving. Fly into Marathon's Jet Center just minutes away and once home walk to beautiful Sombrero Beach or enjoy golf, dining and shopping just seconds away. Don't miss this opportunity to build your custom waterfront home in the Fabulous Florida Keys.

94 Sunrise Dr, Marathon

$1,500,000

One of the best buildable lots in the City of Marathon for large boats and immedate ocean access. Can't find the right home? Build your own! 10,444 square foot right on Bonefish Channel with very deep water the Atlantic Ocean just moments away. Lot has a City of Marathon TRB on the lot so no waiting to start construction. Dock permit is available with some reconfiguation required. Subject lot, and the adjacent lot 248 Pescayo are alos available as a double lot (see listing #614973. Building plans for home on both lots are available as well.

619485 MLS

One of the best buildable lots in the City of Marathon for large boats and immedate ocean access. Can't find the right home? Build your own! 10,444 square foot right on Bonefish Channel with very deep water the Atlantic Ocean just moments away. Lot has a City of Marathon TRB on the lot so no waiting to start construction. Dock permit is available with some reconfiguation required. Subject lot, and the adjacent lot 248 Pescayo are alos available as a double lot (see listing #614973. Building plans for home on both lots are available as well.

246 Pescayo Ave, Marathon

$8,299,999

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

3 Beds ⋅ 4 Baths ⋅ 619460 MLS

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

100 Tingler Ln, Marathon

$1,349,000

This exceptional furnished waterfront home offers luxurious comfort, modern upgrades, and excellent boating access, complete with a heated pool, 60 feet of dockage, and a charming tiki hut. Rated '10 - Exceptional' on VRBO, it is also a proven vacation rental with future bookings already in place. Inside, tile floors and tasteful nautical décor create a bright, inviting feel. The living area features a leather sofa, loveseat, 55-inch smart TV, and free WiFi. The kitchen is well equipped with granite countertops, stainless steel appliances, a farm sink, and an island with seating for four, while the dining area comfortably seats six. The primary suite includes a king-size bed with a gel memory foam mattress, a 32-inch smart TV, and a private bath with a walk-in shower. The guest bedroom offers two queen beds, a smart TV, and access to a second full bath with a walk-in shower. An indoor washer and dryer, linens, and pool towels add convenience. Outside, the spacious deck and tiki hut feature a dining area, swings, and a 45-inch TV overlooking the water. The pool area includes brand-new chaise lounges and an outdoor dining set. Boaters and anglers will appreciate the bait freezer, commercial ice machine, fish cleaning station, and direct deep-water access to both the Gulf and Atlantic. Recent updates include a new range, bait freezer, and kitchen faucet in 2024; HVAC, tiki hut, and commercial ice machine in 2020; and a metal roof with impact windows in 2019. Ideally located near the 7-Mile Bridge and Vaca Cut, this home is perfect for boating, fishing, relaxing, or enjoying the best of the Keys lifestyle.

2 Beds ⋅ 2 Baths ⋅ 612863 MLS

This exceptional furnished waterfront home offers luxurious comfort, modern upgrades, and excellent boating access, complete with a heated pool, 60 feet of dockage, and a charming tiki hut. Rated '10 - Exceptional' on VRBO, it is also a proven vacation rental with future bookings already in place. Inside, tile floors and tasteful nautical décor create a bright, inviting feel. The living area features a leather sofa, loveseat, 55-inch smart TV, and free WiFi. The kitchen is well equipped with granite countertops, stainless steel appliances, a farm sink, and an island with seating for four, while the dining area comfortably seats six. The primary suite includes a king-size bed with a gel memory foam mattress, a 32-inch smart TV, and a private bath with a walk-in shower. The guest bedroom offers two queen beds, a smart TV, and access to a second full bath with a walk-in shower. An indoor washer and dryer, linens, and pool towels add convenience. Outside, the spacious deck and tiki hut feature a dining area, swings, and a 45-inch TV overlooking the water. The pool area includes brand-new chaise lounges and an outdoor dining set. Boaters and anglers will appreciate the bait freezer, commercial ice machine, fish cleaning station, and direct deep-water access to both the Gulf and Atlantic. Recent updates include a new range, bait freezer, and kitchen faucet in 2024; HVAC, tiki hut, and commercial ice machine in 2020; and a metal roof with impact windows in 2019. Ideally located near the 7-Mile Bridge and Vaca Cut, this home is perfect for boating, fishing, relaxing, or enjoying the best of the Keys lifestyle.

8188 Aviation Blvd, Marathon

$2,789,000

Weekly rental income-producing property with open water access and dockage on desirable Sombrero Beach Road. This 5-bedroom, 5-bath coastal villa is a proven vacation rental offering immediate income potential in the heart of Marathon, just moments from Sombrero Beach. Thoughtfully designed across three levels, the home features light-filled interiors with a coastal palette of soft blues and crisp whites, creating a relaxed luxury feel. Modern finishes, spacious living areas, and seamless indoor-outdoor flow enhance the overall appeal. An elevator provides convenient access to all levels, and multiple balconies capture tropical breezes and water views. Private dockage with direct open water access makes this an ideal property for boating and fishing enthusiasts. The outdoor area includes a private pool and ample space for entertaining, adding to its strong rental performance. Located just a short walk or bike ride to Sombrero Beach, known for its sandy shoreline, calm waters, and beautiful sunsets. Ideal as an investment property, second home, or full-time residence with income potential.

5 Beds ⋅ 5 Baths ⋅ 619236 MLS

Weekly rental income-producing property with open water access and dockage on desirable Sombrero Beach Road. This 5-bedroom, 5-bath coastal villa is a proven vacation rental offering immediate income potential in the heart of Marathon, just moments from Sombrero Beach. Thoughtfully designed across three levels, the home features light-filled interiors with a coastal palette of soft blues and crisp whites, creating a relaxed luxury feel. Modern finishes, spacious living areas, and seamless indoor-outdoor flow enhance the overall appeal. An elevator provides convenient access to all levels, and multiple balconies capture tropical breezes and water views. Private dockage with direct open water access makes this an ideal property for boating and fishing enthusiasts. The outdoor area includes a private pool and ample space for entertaining, adding to its strong rental performance. Located just a short walk or bike ride to Sombrero Beach, known for its sandy shoreline, calm waters, and beautiful sunsets. Ideal as an investment property, second home, or full-time residence with income potential.

443 Sombrero Beach Rd, Marathon

$1,533,333

Fantastic commercial opportunity with direct highway exposure in a prime corner location! This oversized CBS building has 3,429 sq feet of air conditioned space plus a double drive-thru and an open patio upstairs. Commercial zoning allows for many office or retail uses. Very visible 15,000 sq ft corner lot with ample parking for customers and employees. Call for a private tour!

2 Baths ⋅ 619199 MLS

Fantastic commercial opportunity with direct highway exposure in a prime corner location! This oversized CBS building has 3,429 sq feet of air conditioned space plus a double drive-thru and an open patio upstairs. Commercial zoning allows for many office or retail uses. Very visible 15,000 sq ft corner lot with ample parking for customers and employees. Call for a private tour!

11401 Overseas Hwy, Marathon