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$14,995,000

Welcome to Morton Manor, an exceptional gulf-side waterfront estate set on 2.82 private acres where luxury, privacy, and resort-style living come together in this extraordinary Florida Keys compound. Encompassing 8,515 sq. ft. of living space, this property features a 5-bedroom, 4.5 bath CBS main residence accompanied by two detached guest homes and a garage apartment, offering a total of 11 bedrooms and 8.5 baths designed to comfortably accommodate family and guests alike. The main home showcases an open-concept floor plan with expansive living and dining areas, two wet bars, elevator access, multiple laundry areas, and spacious guest accommodations, creating an ideal setting for both everyday living and large-scale entertaining. The detached bungalows and garage apartment provide additional flexibility for extended family, visitors, or exceptional rental opportunities while maintaining privacy throughout the estate. Impact-rated windows and doors, a durable metal roof, and quality construction provide lasting peace of mind. The outdoor amenities rival those of a private resort. Relax beside the pool, gather beneath multiple tiki huts, challenge friends to a game on the pickleball court or putting green and enjoy beautifully landscaped grounds. Boating enthusiasts will appreciate the 100' dock complete with 30-amp and 50-amp shore power, yacht dockage and 10K & 20K lb boat lifts. Positioned on the gulfside, the property offers easy access to world-class fishing, boating, snorkeling coves, sandbars, and unforgettable sunset cruises. Dining, marinas, and shopping are less than ten minutes away, and the Florida Keys Marathon International Airport is approximately 4 miles from the property for seamless private aviation access. Whether you're searching for a private family compound or an exceptional investment opportunity, Morton Manor offers a rare combination of acreage, waterfront living, luxury amenities, and versatility that is seldom found in the Florida Keys.

11 Beds ⋅ 9 Baths ⋅ 620489 MLS

Welcome to Morton Manor, an exceptional gulf-side waterfront estate set on 2.82 private acres where luxury, privacy, and resort-style living come together in this extraordinary Florida Keys compound. Encompassing 8,515 sq. ft. of living space, this property features a 5-bedroom, 4.5 bath CBS main residence accompanied by two detached guest homes and a garage apartment, offering a total of 11 bedrooms and 8.5 baths designed to comfortably accommodate family and guests alike. The main home showcases an open-concept floor plan with expansive living and dining areas, two wet bars, elevator access, multiple laundry areas, and spacious guest accommodations, creating an ideal setting for both everyday living and large-scale entertaining. The detached bungalows and garage apartment provide additional flexibility for extended family, visitors, or exceptional rental opportunities while maintaining privacy throughout the estate. Impact-rated windows and doors, a durable metal roof, and quality construction provide lasting peace of mind. The outdoor amenities rival those of a private resort. Relax beside the pool, gather beneath multiple tiki huts, challenge friends to a game on the pickleball court or putting green and enjoy beautifully landscaped grounds. Boating enthusiasts will appreciate the 100' dock complete with 30-amp and 50-amp shore power, yacht dockage and 10K & 20K lb boat lifts. Positioned on the gulfside, the property offers easy access to world-class fishing, boating, snorkeling coves, sandbars, and unforgettable sunset cruises. Dining, marinas, and shopping are less than ten minutes away, and the Florida Keys Marathon International Airport is approximately 4 miles from the property for seamless private aviation access. Whether you're searching for a private family compound or an exceptional investment opportunity, Morton Manor offers a rare combination of acreage, waterfront living, luxury amenities, and versatility that is seldom found in the Florida Keys.

57733 Morton St, Marathon

$1,635,000

Located in Marathon's desirable Sombrero area, this waterfront home combines immediate boating access, thoughtfully designed outdoor living, and close proximity to Sombrero Beach. The property offers 76 feet of waterfront, a 40-foot dock, and immediate access to open water--an ideal setup for fishing, diving, or simply enjoying life on the water. When you're not on the boat, Sombrero Beach is just moments away. Recent improvements totaling more than $300,000 have transformed the outdoor spaces into an extension of the home. A custom pool and spa with sun shelf, travertine decking, outdoor grilling and bar area, updated landscaping, extensive landscape lighting, multiple covered and screened patios, and a metal roof installed in 2021 are among the property's notable upgrades. A climate-controlled 500-square-foot lower-level bonus area provides additional flexible space for storage, recreation, hobbies, or a home gym. The property has also proven itself as a highly successful vacation rental, with 2026 year-to-date income and existing future bookings already exceeding $100,000 net to the owner. The assumable flood insurance policy, currently just $1,289 per year, further enhances the property's appeal. Looking ahead, existing architectural plans provide the opportunity to add three additional bedrooms, creating a five-bedroom home and further maximizing this sought-after Sombrero Beach location. Enjoy the home as it is today, with its proven rental performance, while retaining the option to expand in the future. Immediate boating access, proximity to Sombrero Beach, thoughtfully designed outdoor living, proven rental performance, and future expansion potential come together in a property that offers the best of Keys living.

2 Beds ⋅ 2 Baths ⋅ 620395 MLS

Located in Marathon's desirable Sombrero area, this waterfront home combines immediate boating access, thoughtfully designed outdoor living, and close proximity to Sombrero Beach. The property offers 76 feet of waterfront, a 40-foot dock, and immediate access to open water--an ideal setup for fishing, diving, or simply enjoying life on the water. When you're not on the boat, Sombrero Beach is just moments away. Recent improvements totaling more than $300,000 have transformed the outdoor spaces into an extension of the home. A custom pool and spa with sun shelf, travertine decking, outdoor grilling and bar area, updated landscaping, extensive landscape lighting, multiple covered and screened patios, and a metal roof installed in 2021 are among the property's notable upgrades. A climate-controlled 500-square-foot lower-level bonus area provides additional flexible space for storage, recreation, hobbies, or a home gym. The property has also proven itself as a highly successful vacation rental, with 2026 year-to-date income and existing future bookings already exceeding $100,000 net to the owner. The assumable flood insurance policy, currently just $1,289 per year, further enhances the property's appeal. Looking ahead, existing architectural plans provide the opportunity to add three additional bedrooms, creating a five-bedroom home and further maximizing this sought-after Sombrero Beach location. Enjoy the home as it is today, with its proven rental performance, while retaining the option to expand in the future. Immediate boating access, proximity to Sombrero Beach, thoughtfully designed outdoor living, proven rental performance, and future expansion potential come together in a property that offers the best of Keys living.

540 Sombrero Beach Rd, Marathon

$1,499,000

Experience the Florida Keys lifestyle on a double lot in Marathon's sought-after Little Venice. This 2 bed/2 bath waterfront retreat boasts open-water views, 100' of concrete dockage with a 20,000 lb boat lift, and a resort-style outdoor living area built for entertaining. The backyard features a pool(heated or chilled), hot tub, poolside cabana with sink and refrigerator, mature tropical landscaping, and expansive decks for soaking up sunsets or unwinding after a day on the water. Practical boating amenities include power, water, lighting, and a fish-cleaning station; RV hookups and ample parking accommodate guests and all your toys. Inside, cathedral ceilings create a bright, airy living space while every bedroom enjoys its own private bath for comfort and privacy. Notable updates and systems: newer metal roof, tankless water heater, large laundry/utility room, and abundant storage. Located in a weekly-rental zone, the property offers strong income potential as a primary home, vacation getaway, or investment. From open-water vistas to thoughtful outdoor spaces, this home captures everything the Keys have to offer.

2 Beds ⋅ 2 Baths ⋅ 620337 MLS

Experience the Florida Keys lifestyle on a double lot in Marathon's sought-after Little Venice. This 2 bed/2 bath waterfront retreat boasts open-water views, 100' of concrete dockage with a 20,000 lb boat lift, and a resort-style outdoor living area built for entertaining. The backyard features a pool(heated or chilled), hot tub, poolside cabana with sink and refrigerator, mature tropical landscaping, and expansive decks for soaking up sunsets or unwinding after a day on the water. Practical boating amenities include power, water, lighting, and a fish-cleaning station; RV hookups and ample parking accommodate guests and all your toys. Inside, cathedral ceilings create a bright, airy living space while every bedroom enjoys its own private bath for comfort and privacy. Notable updates and systems: newer metal roof, tankless water heater, large laundry/utility room, and abundant storage. Located in a weekly-rental zone, the property offers strong income potential as a primary home, vacation getaway, or investment. From open-water vistas to thoughtful outdoor spaces, this home captures everything the Keys have to offer.

11563 4th Ave, Marathon

$300,000

Waterfront, buildable RV lot in Key By the Sea in the heart of Marathon! Enjoy 28' of canal frontage with quick, direct ocean access .A building right and the fifth-wheel (personal property) currently on the site convey with this sale. This lot has a spacious screened-in porch, a storage room, and plenty of dock space to relax and fish. This is a great buy for those looking to build a new, waterfront home down the road who want to utilize their RV till then. Also a great buy for those looking for a slip - at this comparable price, why buy just a slip in a marina when you can have a buildable lot AND a place to keep your boat and RV? Boat lifts are allowed. Community amenities include a boat ramp, laundry room, clubhouse with big TV, pool table, kitchen, etc available for private parties, and an oceanfront pavilion area to take in the open Atlantic views. Boat lifts are allowed. Proximate to grocery stores, shops, restaurants, Sombrero Beach and all things in Keys paradise on the water and on land. There's a lot of bang for your buck and this is priced to sell. FaceTime TOURS ARE AVAILABLE FOR QUALIFIED BUYERS.

1 Baths ⋅ 620324 MLS

Waterfront, buildable RV lot in Key By the Sea in the heart of Marathon! Enjoy 28' of canal frontage with quick, direct ocean access .A building right and the fifth-wheel (personal property) currently on the site convey with this sale. This lot has a spacious screened-in porch, a storage room, and plenty of dock space to relax and fish. This is a great buy for those looking to build a new, waterfront home down the road who want to utilize their RV till then. Also a great buy for those looking for a slip - at this comparable price, why buy just a slip in a marina when you can have a buildable lot AND a place to keep your boat and RV? Boat lifts are allowed. Community amenities include a boat ramp, laundry room, clubhouse with big TV, pool table, kitchen, etc available for private parties, and an oceanfront pavilion area to take in the open Atlantic views. Boat lifts are allowed. Proximate to grocery stores, shops, restaurants, Sombrero Beach and all things in Keys paradise on the water and on land. There's a lot of bang for your buck and this is priced to sell. FaceTime TOURS ARE AVAILABLE FOR QUALIFIED BUYERS.

6099 Overseas Hwy Unit 42E, Marathon

$899,000

Welcome to your dream escape in the Florida Keys. This spacious 3-bedroom, 3-bath oceanfront townhome in the highly sought-after Bonefish Yacht Club Townhomes offer the perfect blend of coastal and laid-back island living. Set within an intimate marina community of just 34 residences nestled among lush tropical landscaping, this home feels both private and resort-like and also conveys with a deeded boat slip in Bonefish Marina (B-34). Licensed, short term 7 day rentals are permitted in the community. Enter through the foyer and up to two levels of open living, with 1,769 sq. ft. thoughtfully oriented for comfort, water views, and easy entertaining. The chef's kitchen features generous cabinetry, ample counter space, and an inviting eat-in island that flows seamlessly into the main living area, where sliding glass doors open to a spacious waterfront balcony overlooking the Key Colony Channel--watch charter boats head out with your morning coffee and return as you relax with a sunset cocktail. The primary suite is a serene retreat with its own private balcony, walk-in closet, and ensuite bath, while two additional bedrooms offer flexible space for guests, family, or a home office, each with access to well-appointed baths. On the ground level, a private garage and generous storage provide the perfect place for fishing gear, paddleboards, and all your Keys lifestyle essentials. Residents enjoy a temperature-controlled pool, expansive sun deck, tiki lounge with wet bar, tennis and pickleball courts, and a private sandy beach. This is a rare opportunity to own a turnkey, single-family attached townhome with a boat slip in one of the Keys' most desirable waterfront communities where every day feels like a vacation. New roof in 2023 and new A/C in 25 with 12 year warranty.

3 Beds ⋅ 3 Baths ⋅ 620316 MLS

Welcome to your dream escape in the Florida Keys. This spacious 3-bedroom, 3-bath oceanfront townhome in the highly sought-after Bonefish Yacht Club Townhomes offer the perfect blend of coastal and laid-back island living. Set within an intimate marina community of just 34 residences nestled among lush tropical landscaping, this home feels both private and resort-like and also conveys with a deeded boat slip in Bonefish Marina (B-34). Licensed, short term 7 day rentals are permitted in the community. Enter through the foyer and up to two levels of open living, with 1,769 sq. ft. thoughtfully oriented for comfort, water views, and easy entertaining. The chef's kitchen features generous cabinetry, ample counter space, and an inviting eat-in island that flows seamlessly into the main living area, where sliding glass doors open to a spacious waterfront balcony overlooking the Key Colony Channel--watch charter boats head out with your morning coffee and return as you relax with a sunset cocktail. The primary suite is a serene retreat with its own private balcony, walk-in closet, and ensuite bath, while two additional bedrooms offer flexible space for guests, family, or a home office, each with access to well-appointed baths. On the ground level, a private garage and generous storage provide the perfect place for fishing gear, paddleboards, and all your Keys lifestyle essentials. Residents enjoy a temperature-controlled pool, expansive sun deck, tiki lounge with wet bar, tennis and pickleball courts, and a private sandy beach. This is a rare opportunity to own a turnkey, single-family attached townhome with a boat slip in one of the Keys' most desirable waterfront communities where every day feels like a vacation. New roof in 2023 and new A/C in 25 with 12 year warranty.

95 Coco Plum Drive 4b &, Marathon

$994,999

Welcome to your fully renovated coastal retreat in the heart of Marathon, Florida! This stunning 4 bedroom, 3 bathroom home offers two Master suites, breathtaking open water views and is just minutes from the Marathon Airport perfect for aviation lovers. Step inside to find a modern, newly updated interior featuring a spacious floor plan, brand new roof, and high-end finishes throughout. The home includes a private lock-out suite ideal for guests or extended family. Whether you're relaxing on the porch watching the sunrise over the water or arriving by plane for a weekend getaway, this home offers the ultimate in Florida Keys living. Don't miss your chance to own a slice of paradise in Marathon Key!

4 Beds ⋅ 3 Baths ⋅ 620314 MLS

Welcome to your fully renovated coastal retreat in the heart of Marathon, Florida! This stunning 4 bedroom, 3 bathroom home offers two Master suites, breathtaking open water views and is just minutes from the Marathon Airport perfect for aviation lovers. Step inside to find a modern, newly updated interior featuring a spacious floor plan, brand new roof, and high-end finishes throughout. The home includes a private lock-out suite ideal for guests or extended family. Whether you're relaxing on the porch watching the sunrise over the water or arriving by plane for a weekend getaway, this home offers the ultimate in Florida Keys living. Don't miss your chance to own a slice of paradise in Marathon Key!

930 80th St, Marathon

$535,000

Welcome to your slice of paradise in the heart of Marathon. Located at the desirable Island Club, this well-maintained 2-Bed, 2-Bath canal-front condominium offers 1,000 sq. ft. of comfortable living space and an unbeatable Florida Keys lifestyle. Inside, you'll find a bright, open-concept floor plan with clean lines and modern upgrades. The thoughtfully designed layout flows seamlessly between living, dining, and kitchen areas, creating the perfect setting for entertaining guests or enjoying quiet evenings at home. The primary bedroom serves as a private retreat, complete with an en-suite bathroom and dedicated laundry space. Boaters will appreciate the first-come, first-served dockage with direct access to both the Atlantic Ocean and Gulf of Mexico, making it easy to enjoy world-class fishing, diving, and sunset cruises. After a day on the water, relax by the community pool or your private screened porch while taking in the peaceful canal views. Golf enthusiasts will love having the Sombrero Beach Golf Course directly across the street, while beach lovers are just minutes from the sandy shores of Sombrero Beach. Conveniently located near grocery stores, local restaurants, shopping and everyday essentials, this property offers the perfect combination of recreation, relaxation, and convenience. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, this move-in ready condo delivers the best of Florida Keys living.

2 Beds ⋅ 2 Baths ⋅ 620295 MLS

Welcome to your slice of paradise in the heart of Marathon. Located at the desirable Island Club, this well-maintained 2-Bed, 2-Bath canal-front condominium offers 1,000 sq. ft. of comfortable living space and an unbeatable Florida Keys lifestyle. Inside, you'll find a bright, open-concept floor plan with clean lines and modern upgrades. The thoughtfully designed layout flows seamlessly between living, dining, and kitchen areas, creating the perfect setting for entertaining guests or enjoying quiet evenings at home. The primary bedroom serves as a private retreat, complete with an en-suite bathroom and dedicated laundry space. Boaters will appreciate the first-come, first-served dockage with direct access to both the Atlantic Ocean and Gulf of Mexico, making it easy to enjoy world-class fishing, diving, and sunset cruises. After a day on the water, relax by the community pool or your private screened porch while taking in the peaceful canal views. Golf enthusiasts will love having the Sombrero Beach Golf Course directly across the street, while beach lovers are just minutes from the sandy shores of Sombrero Beach. Conveniently located near grocery stores, local restaurants, shopping and everyday essentials, this property offers the perfect combination of recreation, relaxation, and convenience. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, this move-in ready condo delivers the best of Florida Keys living.

9 Sombrero Blvd Unit 208, Marathon

$499,000

Welcome to 213 Parrish Dr. on Grassy Key, FL. This 3 bedroom, 1 bath home is ready for you to make it home and it's priced for you bring your own upgrades and personality. All doors and windows have been upgraded to impact resistant, the living area is a generous open floor plan with large island style kitchen, extra large covered back porch, a huge workshop space underneath the house and the yard is fenced. So, bring your tools and your DIY imagination to make this Keys home shine. Call today for more information and to schedule a private viewing.

3 Beds ⋅ 1 Baths ⋅ 620215 MLS

Welcome to 213 Parrish Dr. on Grassy Key, FL. This 3 bedroom, 1 bath home is ready for you to make it home and it's priced for you bring your own upgrades and personality. All doors and windows have been upgraded to impact resistant, the living area is a generous open floor plan with large island style kitchen, extra large covered back porch, a huge workshop space underneath the house and the yard is fenced. So, bring your tools and your DIY imagination to make this Keys home shine. Call today for more information and to schedule a private viewing.

213 Parrish Dr, Marathon

$2,799,000

Experience luxury waterfront living in this custom-built, new construction two-story concrete home featuring 4 bedrooms and 4 private en-suite baths. Designed for entertaining, the open-concept layout seamlessly blends indoor and outdoor living. The chef's kitchen 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. Situated on an oversized 11,319 sq. ft. corner lot, the property includes a 12' x 26' pool with custom pavers, two stairways to the outdoor living area, and a 36 foot dock completed in January 2024. 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, this exceptional waterfront retreat offers the ultimate Florida Keys lifestyle. Adjacent property at 837 Copa D'Oro is also available, featuring an 8,200 sq. ft. lot and 50-foot dock.

4 Beds ⋅ 4 Baths ⋅ 620204 MLS

Experience luxury waterfront living in this custom-built, new construction two-story concrete home featuring 4 bedrooms and 4 private en-suite baths. Designed for entertaining, the open-concept layout seamlessly blends indoor and outdoor living. The chef's kitchen 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. Situated on an oversized 11,319 sq. ft. corner lot, the property includes a 12' x 26' pool with custom pavers, two stairways to the outdoor living area, and a 36 foot dock completed in January 2024. 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, this exceptional waterfront retreat offers the ultimate Florida Keys lifestyle. Adjacent property at 837 Copa D'Oro is also available, featuring an 8,200 sq. ft. lot and 50-foot dock.

835 Copa D Oro, Marathon

$370,000

Welcome to your perfect waterfront retreat! This condo is located at the end of the building and has been beautifully maintained. Comes fully furnished, move-in ready and offers everything you need for comfort and convenience. Step inside to an inviting, open-concept living space that shows very well. Kitchen features quartz countertops, tasteful backsplash and new stainless steel appliances. Enjoy peaceful mornings and relaxing evenings on the screened-in porch overlooking the water, the ideal spot to unwind and take in the view. The condo's prime central location puts you just minutes away from shopping, grocery stores, dining, and your favorite food and beverage spots--everything you need is right at your doorstep. Bonus storage closet outside entrance for your gear. Complex offers heated swimming pool, outdoor common area, on-site laundry and boat dockage. Easy keys living awaits! Call Today!

1 Beds ⋅ 1 Baths ⋅ 620195 MLS

Welcome to your perfect waterfront retreat! This condo is located at the end of the building and has been beautifully maintained. Comes fully furnished, move-in ready and offers everything you need for comfort and convenience. Step inside to an inviting, open-concept living space that shows very well. Kitchen features quartz countertops, tasteful backsplash and new stainless steel appliances. Enjoy peaceful mornings and relaxing evenings on the screened-in porch overlooking the water, the ideal spot to unwind and take in the view. The condo's prime central location puts you just minutes away from shopping, grocery stores, dining, and your favorite food and beverage spots--everything you need is right at your doorstep. Bonus storage closet outside entrance for your gear. Complex offers heated swimming pool, outdoor common area, on-site laundry and boat dockage. Easy keys living awaits! Call Today!

5301 Ocean Ter Unit APT 2, Marathon

$2,150,000

Situated on a corner lot in a quiet neighborhood, this spacious, professionally designed, and meticulously maintained two-story, 5-bedroom, 3-bath home offers the best of luxurious island living. The open floor plan with vaulted ceilings creates a bright and inviting space, perfect for entertaining. The modern kitchen features a large island ideal for gathering with family and friends. Proudly owned by the second owners since the home was custom built by the original owner in 1994. Enjoy the convenience of an enclosed garage, a large laundry and utility area, and additional covered parking. Outdoor highlights include a widow's walk, open balconies, and ample room for a pool. New metal roof in 2024. Boaters will love the 65 feet of concrete dockage with davits—just minutes to the Gulf and a quick ride to the Ocean side via Vaca Cut.

5 Beds ⋅ 3 Baths ⋅ 620169 MLS

Situated on a corner lot in a quiet neighborhood, this spacious, professionally designed, and meticulously maintained two-story, 5-bedroom, 3-bath home offers the best of luxurious island living. The open floor plan with vaulted ceilings creates a bright and inviting space, perfect for entertaining. The modern kitchen features a large island ideal for gathering with family and friends. Proudly owned by the second owners since the home was custom built by the original owner in 1994. Enjoy the convenience of an enclosed garage, a large laundry and utility area, and additional covered parking. Outdoor highlights include a widow's walk, open balconies, and ample room for a pool. New metal roof in 2024. Boaters will love the 65 feet of concrete dockage with davits—just minutes to the Gulf and a quick ride to the Ocean side via Vaca Cut.

180 Ana Ct, Marathon

$4,500,000

Welcome to your slice of paradise in Marathon's highly sought-after ''Behind the Airport'' neighborhood. Live the ultimate Florida Keys lifestyle with unobstructed open water Gulf views, unforgettable sunsets, and exceptional outdoor living. Situated on an oversized 11,250 sq. ft. fenced lot, this 3-story CBS home offers 3 bedrooms, 2 bathrooms, and endless possibilities. Wake up each morning to panoramic water views from every level and spend your evenings watching the sun melt into the Gulf from multiple vantage points throughout the property. Boaters will appreciate the 80 foot dock direct access to world-class fishing, diving, and watersports. Nature lovers will enjoy the abundant marine life right in their backyard. Outdoor amenities abound with an in-ground swimming pool, two chickee huts, expansive entertaining area, and extensive storage space rarely found in the Keys. This is more than a home, it is a front-row seat to paradise.

3 Beds ⋅ 2 Baths ⋅ 620143 MLS

Welcome to your slice of paradise in Marathon's highly sought-after ''Behind the Airport'' neighborhood. Live the ultimate Florida Keys lifestyle with unobstructed open water Gulf views, unforgettable sunsets, and exceptional outdoor living. Situated on an oversized 11,250 sq. ft. fenced lot, this 3-story CBS home offers 3 bedrooms, 2 bathrooms, and endless possibilities. Wake up each morning to panoramic water views from every level and spend your evenings watching the sun melt into the Gulf from multiple vantage points throughout the property. Boaters will appreciate the 80 foot dock direct access to world-class fishing, diving, and watersports. Nature lovers will enjoy the abundant marine life right in their backyard. Outdoor amenities abound with an in-ground swimming pool, two chickee huts, expansive entertaining area, and extensive storage space rarely found in the Keys. This is more than a home, it is a front-row seat to paradise.

8070 Gulfstream Blvd, 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

$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

$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

$545,000

Welcome to island life! Exceptional value and easy island living in the heart of Marathon! This tri-level 3 bedroom 3 bath detached home offers the privacy of a gated community with an in-ground pool, electric security gate, and quick access to all of Marathon's restaurants, marinas, shops, and adventures. Location location location! Only an hour away from vibrant Key West, an hour away from beautiful Islamorada, and just minutes to the water in every direction. You can't get better than this! Downstairs features a fantastic storage space for all your fishing, diving, and boating gear, plus bonus space perfect for a gym or hangout area. When you step into the main level, you get model home vibes! It is bright and welcoming with plenty of natural light, an eat-in kitchen, open living area, half bath, laundry area, and a covered balcony perfect for relaxing after a day on the water, or just to enjoy those magical Florida Keys sunsets. Upstairs you'll find three bedrooms, including a spacious primary suite with double closets and a private bath. Whether you're looking for a full-time home or a Keys getaway, this one checks ALL the boxes for comfortable Florida Keys living. This home is truly a STUNNER! *Super low insurances of only $4,539 annually* **THIS IS NOT A LAND LEASE. YOU OWN THE LAND***

3 Beds ⋅ 3 Baths ⋅ 619843 MLS

Welcome to island life! Exceptional value and easy island living in the heart of Marathon! This tri-level 3 bedroom 3 bath detached home offers the privacy of a gated community with an in-ground pool, electric security gate, and quick access to all of Marathon's restaurants, marinas, shops, and adventures. Location location location! Only an hour away from vibrant Key West, an hour away from beautiful Islamorada, and just minutes to the water in every direction. You can't get better than this! Downstairs features a fantastic storage space for all your fishing, diving, and boating gear, plus bonus space perfect for a gym or hangout area. When you step into the main level, you get model home vibes! It is bright and welcoming with plenty of natural light, an eat-in kitchen, open living area, half bath, laundry area, and a covered balcony perfect for relaxing after a day on the water, or just to enjoy those magical Florida Keys sunsets. Upstairs you'll find three bedrooms, including a spacious primary suite with double closets and a private bath. Whether you're looking for a full-time home or a Keys getaway, this one checks ALL the boxes for comfortable Florida Keys living. This home is truly a STUNNER! *Super low insurances of only $4,539 annually* **THIS IS NOT A LAND LEASE. YOU OWN THE LAND***

325 25th St, 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

$684,000

Perfectly positioned just steps from the pristine shores of Sombrero Beach, premier shopping, and vibrant nightlife, Lemon Cove stands in a class entirely its own. No other condominium residence in the area offers such a rare combination of generous private parking, breathtaking canal frontage, impeccably manicured grounds, and a resort-style pool -- all seamlessly curated for the discerning buyer. This exceptional 2-bedroom, 2.5-bathroom canal-front residence commands sweeping views of both the sparkling pool and tranquil canal, framed by generously proportioned living spaces and refined, upscale finishes throughout. Every detail has been thoughtfully considered, offering an effortless lifestyle where luxury and low-maintenance living exist in perfect harmony. For those who have envisioned waking each morning to the serene beauty of waterfront living -- without compromise -- this is your moment to live near the beach!

2 Beds ⋅ 3 Baths ⋅ 619770 MLS

Perfectly positioned just steps from the pristine shores of Sombrero Beach, premier shopping, and vibrant nightlife, Lemon Cove stands in a class entirely its own. No other condominium residence in the area offers such a rare combination of generous private parking, breathtaking canal frontage, impeccably manicured grounds, and a resort-style pool -- all seamlessly curated for the discerning buyer. This exceptional 2-bedroom, 2.5-bathroom canal-front residence commands sweeping views of both the sparkling pool and tranquil canal, framed by generously proportioned living spaces and refined, upscale finishes throughout. Every detail has been thoughtfully considered, offering an effortless lifestyle where luxury and low-maintenance living exist in perfect harmony. For those who have envisioned waking each morning to the serene beauty of waterfront living -- without compromise -- this is your moment to live near the beach!

591 Sombrero Beach Rd Unit APT 1B, 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

$398,000

An exceptional opportunity to own this charming 2-bedroom, second-floor condominium, in Cocoplum Terraces, ideally situated on a 200-foot-wide canal with direct ocean access and no bridges. Weekly rentals are possible. Located just one-half mile from beautiful Cocoplum Beach and park, this waterfront community offers the true Florida Keys boating lifestyle. Amenities include assignable boat slips, on-site boat and trailer storage, Kayak Storage, a high-quality boat ramp with loading dock, and a heated swimming pool at the water's edge. Enjoy peaceful views from your private balcony overlooking the pool and waterway, an updated kitchen with sit up bar, updated flooring and views from your private patio/porch area.

2 Beds ⋅ 1 Baths ⋅ 619652 MLS

An exceptional opportunity to own this charming 2-bedroom, second-floor condominium, in Cocoplum Terraces, ideally situated on a 200-foot-wide canal with direct ocean access and no bridges. Weekly rentals are possible. Located just one-half mile from beautiful Cocoplum Beach and park, this waterfront community offers the true Florida Keys boating lifestyle. Amenities include assignable boat slips, on-site boat and trailer storage, Kayak Storage, a high-quality boat ramp with loading dock, and a heated swimming pool at the water's edge. Enjoy peaceful views from your private balcony overlooking the pool and waterway, an updated kitchen with sit up bar, updated flooring and views from your private patio/porch area.

105 Ave D Unit 110, Marathon

$995,000

Turnkey Investment Opportunity just 0.3 miles from iconic Sombrero Beach, generating an impressive $116,000 in short-rental income in 2025. Fully furnished and 100% rental-ready, this property includes local rental management & future bookings already in place- allowing a new owner to step in and start earning immediately! (Future rentals must be honored by buyer) Enjoy the best of Keys living with a heated pool, lush private fenced yard and multiple porches including screened spaces for seamless indoor-outdoor living. Inside, the open-concept layout features abundant natural light and a modern kitchen ideal for entertaining. Built in 2016 to modern hurricane standards with impact windows, impact doors and durable Hardie board siding, plus covered parking and ample storage below, this home is as functional as it is inviting. Experience the best of island living near the beach while benefiting from consistent rental income- without the expense and upkeep of a seawall or dock.

2 Beds ⋅ 2 Baths ⋅ 619535 MLS

Turnkey Investment Opportunity just 0.3 miles from iconic Sombrero Beach, generating an impressive $116,000 in short-rental income in 2025. Fully furnished and 100% rental-ready, this property includes local rental management & future bookings already in place- allowing a new owner to step in and start earning immediately! (Future rentals must be honored by buyer) Enjoy the best of Keys living with a heated pool, lush private fenced yard and multiple porches including screened spaces for seamless indoor-outdoor living. Inside, the open-concept layout features abundant natural light and a modern kitchen ideal for entertaining. Built in 2016 to modern hurricane standards with impact windows, impact doors and durable Hardie board siding, plus covered parking and ample storage below, this home is as functional as it is inviting. Experience the best of island living near the beach while benefiting from consistent rental income- without the expense and upkeep of a seawall or dock.

320 Calzada De Bougainville, Marathon

$599,900

Wake up to breathtaking, unobstructed views of Boot Key Harbor from this impeccably maintained waterfront condo where the Salt Life isn't just a saying, it's a daily reality. Perfectly positioned for the true water enthusiast, this residence offers unrivaled access to both the Atlantic Ocean and Gulf of Mexico within minutes, or set a leisurely pace through the serene, protected waterways of Sisters Creek, where dolphin, manatee, & abundant wildlife are your closest neighbors. This is not your average condo association. Building maintenance is treated as a top priority, and the peace of mind that comes with it is built into every detail: ✅ Structural Integrity Reserve Study completed, passed, and approved ✅ Reserves funding -- no special assessments ✅ 2023 -- Pool decking replaced with marine-grade treated wood ✅ 2024 -- New composite privacy fence installed around pool area; overflow guest parking added; entire building freshly painted ✅ 2026 -- Pool decking, breezeways and seawall freshly painted; parking lot reseal scheduled for April 2026 ✅ Hurricane protection throughout -- high-impact windows & doors plus storm shutters on the entire complex ✅ Seawall soil stabilization recently completed, extending and strengthening its long-term integrity. Additional interior upgrades include: ✅ Balcony retiled with no-see-um screens added -- enjoy those harbor views morning to night ✅ AC & air handler replaced (2022) for efficient, reliable cooling ✅ Updated guest bath shower ✅ New vent fans throughout, including a Bluetooth-enabled speaker fan in the master ✅ New closet doors throughout ✅ New dishwasher, microwave, and toilets. What an incredible value to the incoming buyer! All that and don't forget you have a gorgeous Golf Course across the street, a beautiful beach down the road and walkable restaurants & shopping, elevator, personal storage unit, kayak and bike storage as well

2 Beds ⋅ 2 Baths ⋅ 619471 MLS

Wake up to breathtaking, unobstructed views of Boot Key Harbor from this impeccably maintained waterfront condo where the Salt Life isn't just a saying, it's a daily reality. Perfectly positioned for the true water enthusiast, this residence offers unrivaled access to both the Atlantic Ocean and Gulf of Mexico within minutes, or set a leisurely pace through the serene, protected waterways of Sisters Creek, where dolphin, manatee, & abundant wildlife are your closest neighbors. This is not your average condo association. Building maintenance is treated as a top priority, and the peace of mind that comes with it is built into every detail: ✅ Structural Integrity Reserve Study completed, passed, and approved ✅ Reserves funding -- no special assessments ✅ 2023 -- Pool decking replaced with marine-grade treated wood ✅ 2024 -- New composite privacy fence installed around pool area; overflow guest parking added; entire building freshly painted ✅ 2026 -- Pool decking, breezeways and seawall freshly painted; parking lot reseal scheduled for April 2026 ✅ Hurricane protection throughout -- high-impact windows & doors plus storm shutters on the entire complex ✅ Seawall soil stabilization recently completed, extending and strengthening its long-term integrity. Additional interior upgrades include: ✅ Balcony retiled with no-see-um screens added -- enjoy those harbor views morning to night ✅ AC & air handler replaced (2022) for efficient, reliable cooling ✅ Updated guest bath shower ✅ New vent fans throughout, including a Bluetooth-enabled speaker fan in the master ✅ New closet doors throughout ✅ New dishwasher, microwave, and toilets. What an incredible value to the incoming buyer! All that and don't forget you have a gorgeous Golf Course across the street, a beautiful beach down the road and walkable restaurants & shopping, elevator, personal storage unit, kayak and bike storage as well

1505 Sombrero Blvd Unit APT 205, 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

$1,699,000

Experience island living at its finest in this beautiful Florida Keys canal front home. This spacious four-bedroom, 4.5-bath property features a desirable layout where each bedroom offers its own private bathroom, providing comfort and privacy for family and guests. Step outside to your private pool overlooking the canal, perfect for relaxing after a day on the water or entertaining in true Keys style. The home is ideally suited for indoor-outdoor living, making it a dream getaway. Currently operating as a successful vacation rental, this property presents an excellent investment opportunity with strong income potential. Whether you're looking for a second home, income-producing property, or both, this one checks all the boxes. Located in the beautiful Florida Keys, you'll enjoy boating access, stunning sunsets, and the laid-back lifestyle everyone loves.

4 Beds ⋅ 5 Baths ⋅ 619389 MLS

Experience island living at its finest in this beautiful Florida Keys canal front home. This spacious four-bedroom, 4.5-bath property features a desirable layout where each bedroom offers its own private bathroom, providing comfort and privacy for family and guests. Step outside to your private pool overlooking the canal, perfect for relaxing after a day on the water or entertaining in true Keys style. The home is ideally suited for indoor-outdoor living, making it a dream getaway. Currently operating as a successful vacation rental, this property presents an excellent investment opportunity with strong income potential. Whether you're looking for a second home, income-producing property, or both, this one checks all the boxes. Located in the beautiful Florida Keys, you'll enjoy boating access, stunning sunsets, and the laid-back lifestyle everyone loves.

1021 82nd St, Marathon

$905,000

Welcome to your slice of paradise in Marathon, where island living meets smart investment opportunity. Perfectly positioned at the end of a quiet, family-friendly street in mid-town, this beautifully upgraded property offers breathtaking views of the Atlantic Ocean and an exceptional short-term rental history--making it ideal as both a private retreat and income-producing asset. This property boasts expansive parking options with ample space for boats, multiple vehicles, RVs, and even an EV charging station. Lush, established landscaping creates a tropical oasis, complete with automated irrigation for effortless maintenance. Inside, the home blends modern comfort with coastal charm. The updated kitchen features new appliances (2021), a stylish island, refreshed countertops and backsplash, and a functional pantry-perfect for entertaining or hosting guests. Thoughtful upgrades throughout include Spanish tile work, blackout blinds and shades, updated ceiling fans, and beautifully refinished custom woodwork. A breathtaking view of the Atlantic Ocean awaits you from the walk-in shower in the primary ensuite or unwind in the whirlpool, jetted tub from the adjacent bathroom. Built with both aesthetics and efficiency in mind, the home includes hurricane-grade windows and doors, upgraded insulation, a new central air system with air handler (2021) and A/C compressor (2026), and a dryer duct automated fan. Step outside and enjoy true Florida Keys living with an outdoor hot water shower, privacy wall, and a convenient exterior garden shed. Whether relaxing on the wrap around porch or enjoying the ocean breeze, this home is designed for comfort and effortless enjoyment. Additional major improvements include a refurbished roof (2021) and numerous system upgrades that make this property truly move-in ready. Whether you're looking for a full-time residence, vacation getaway, or a high-performing short-term rental, this Marathon gem checks every box.

2 Beds ⋅ 2 Baths ⋅ 619378 MLS

Welcome to your slice of paradise in Marathon, where island living meets smart investment opportunity. Perfectly positioned at the end of a quiet, family-friendly street in mid-town, this beautifully upgraded property offers breathtaking views of the Atlantic Ocean and an exceptional short-term rental history--making it ideal as both a private retreat and income-producing asset. This property boasts expansive parking options with ample space for boats, multiple vehicles, RVs, and even an EV charging station. Lush, established landscaping creates a tropical oasis, complete with automated irrigation for effortless maintenance. Inside, the home blends modern comfort with coastal charm. The updated kitchen features new appliances (2021), a stylish island, refreshed countertops and backsplash, and a functional pantry-perfect for entertaining or hosting guests. Thoughtful upgrades throughout include Spanish tile work, blackout blinds and shades, updated ceiling fans, and beautifully refinished custom woodwork. A breathtaking view of the Atlantic Ocean awaits you from the walk-in shower in the primary ensuite or unwind in the whirlpool, jetted tub from the adjacent bathroom. Built with both aesthetics and efficiency in mind, the home includes hurricane-grade windows and doors, upgraded insulation, a new central air system with air handler (2021) and A/C compressor (2026), and a dryer duct automated fan. Step outside and enjoy true Florida Keys living with an outdoor hot water shower, privacy wall, and a convenient exterior garden shed. Whether relaxing on the wrap around porch or enjoying the ocean breeze, this home is designed for comfort and effortless enjoyment. Additional major improvements include a refurbished roof (2021) and numerous system upgrades that make this property truly move-in ready. Whether you're looking for a full-time residence, vacation getaway, or a high-performing short-term rental, this Marathon gem checks every box.

6501 Oceanview Ave, Marathon

$675,000

Affordable entry into the Keys lifestyle! Easy living in paradise awaits at this solid CBS half-duplex in Marathon. Step out to your 35-ft. dock on a clean, deep canal with quick access to the open ocean, making boating, fishing and island adventures effortless. Inside, enjoy a freshly painted open layout, tile floors and a granite kitchen, while the low-maintenance backyard offers the perfect space for relaxing or entertaining. Ideal as a weekend escape, second home or full-time residence, with the City of Marathon allowing weekly rentals. Your piece of the Florida Keys is ready!

2 Beds ⋅ 2 Baths ⋅ 617668 MLS

Affordable entry into the Keys lifestyle! Easy living in paradise awaits at this solid CBS half-duplex in Marathon. Step out to your 35-ft. dock on a clean, deep canal with quick access to the open ocean, making boating, fishing and island adventures effortless. Inside, enjoy a freshly painted open layout, tile floors and a granite kitchen, while the low-maintenance backyard offers the perfect space for relaxing or entertaining. Ideal as a weekend escape, second home or full-time residence, with the City of Marathon allowing weekly rentals. Your piece of the Florida Keys is ready!

427 89th St, Marathon

$4,400,000

Now priced UNDER recent appraised value of $4,500,000! Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 600' feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the essence of resort living with expansive pavered patios, sparkling elevated pool, and spacious lounging areas absolutely perfect for entertaining against a stunning Gulf backdrop. Five protected basin docks provide sheltered boating access in the marina, while terraced tropical gardens cascade toward the water, lined with mature palms and lush landscaping for a serene coastal ambiance. Inside, soaring cathedral ceilings, wood plantation shutters, and an airy great room with real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and skylit bath, plus separate guest quarters. Additional highlights include an elevator, 12,000-gallon cistern, huge garage for cars and golf carts, and a large lower-level storage area with workbenches, pool table, and extra laundry facilities. This gated community, with unique architecture, fewer lots, limited rentals and higher quality restrictions help to sustain a premium and private feel. Only minutes from the Marathon Airport, this one-of-a-kind estate combines open-water grandeur with island tranquility, a true Florida Keys sanctuary.

3 Beds ⋅ 4 Baths ⋅ 619002 MLS

Now priced UNDER recent appraised value of $4,500,000! Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 600' feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the essence of resort living with expansive pavered patios, sparkling elevated pool, and spacious lounging areas absolutely perfect for entertaining against a stunning Gulf backdrop. Five protected basin docks provide sheltered boating access in the marina, while terraced tropical gardens cascade toward the water, lined with mature palms and lush landscaping for a serene coastal ambiance. Inside, soaring cathedral ceilings, wood plantation shutters, and an airy great room with real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and skylit bath, plus separate guest quarters. Additional highlights include an elevator, 12,000-gallon cistern, huge garage for cars and golf carts, and a large lower-level storage area with workbenches, pool table, and extra laundry facilities. This gated community, with unique architecture, fewer lots, limited rentals and higher quality restrictions help to sustain a premium and private feel. Only minutes from the Marathon Airport, this one-of-a-kind estate combines open-water grandeur with island tranquility, a true Florida Keys sanctuary.

111 Windy Point Cir Unit & Lot 78, Marathon