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Discover unparalleled privacy and tranquility in this one-of-a-kind oceanfront estate, a true sanctuary nestled amidst the untouched beauty of the Florida Keys. Tucked behind a private gate, the estate begins with a scenic drive through acres of pristine, preserved nature, leading to your own private island. This secluded haven, like no other in the Florida Keys, was once a source of inspiration for Budd Post—the visionary engineer behind the legendary Card Sound Road. It offers an extraordinary blend of history, natural beauty, and modern luxury. Surrounded by breathtaking 360-degree views, the property's expansive decks and waterfront tiki hut provide unmatched solitude and serenity. Here, you can reflect on days spent exploring the unspoiled waters of the Florida Keys, far removed from the bustle of everyday life. Crafted to perfection, the estate's concrete construction ensures strength and resilience while maintaining an air of timeless elegance. Inside, cathedral ceilings and a grand limestone fireplace create a warm and sophisticated ambiance. The dining room, framed by panoramic ocean views, offers an intimate setting for unforgettable gatherings. Three en-suite bedrooms promise unmatched comfort and privacy, making the home as functional as it is exquisite. This listing includes an additional lot offering even more possibilities and potential. Boasting over 200 feet of concrete dockage, and a private boat ramp, the estate is a boater's dream, offering the perfect gateway to explore the azure waters that surround you. Whether pursuing nautical adventures or savoring the peace of waterfront living, this property delivers an exceptional experience. This private haven is truly like no other in the Florida Keys—a rare gem where luxury, seclusion, and nature converge. Every corner of this secluded retreat invites you to embrace the unparalleled charm of coastal living in an enchanting and one-of-a-kind setting.

3 Beds ⋅ 4 Baths ⋅ 614935 MLS

Discover unparalleled privacy and tranquility in this one-of-a-kind oceanfront estate, a true sanctuary nestled amidst the untouched beauty of the Florida Keys. Tucked behind a private gate, the estate begins with a scenic drive through acres of pristine, preserved nature, leading to your own private island. This secluded haven, like no other in the Florida Keys, was once a source of inspiration for Budd Post—the visionary engineer behind the legendary Card Sound Road. It offers an extraordinary blend of history, natural beauty, and modern luxury. Surrounded by breathtaking 360-degree views, the property's expansive decks and waterfront tiki hut provide unmatched solitude and serenity. Here, you can reflect on days spent exploring the unspoiled waters of the Florida Keys, far removed from the bustle of everyday life. Crafted to perfection, the estate's concrete construction ensures strength and resilience while maintaining an air of timeless elegance. Inside, cathedral ceilings and a grand limestone fireplace create a warm and sophisticated ambiance. The dining room, framed by panoramic ocean views, offers an intimate setting for unforgettable gatherings. Three en-suite bedrooms promise unmatched comfort and privacy, making the home as functional as it is exquisite. This listing includes an additional lot offering even more possibilities and potential. Boasting over 200 feet of concrete dockage, and a private boat ramp, the estate is a boater's dream, offering the perfect gateway to explore the azure waters that surround you. Whether pursuing nautical adventures or savoring the peace of waterfront living, this property delivers an exceptional experience. This private haven is truly like no other in the Florida Keys—a rare gem where luxury, seclusion, and nature converge. Every corner of this secluded retreat invites you to embrace the unparalleled charm of coastal living in an enchanting and one-of-a-kind setting.

10987 County Road 905, Key Largo

94825 Overseas Highway Unit 209, Key Largo

$1,350,000

Experience luxury coastal living at its finest in this exceptional corner residence located in the highly sought-after Key Largo Ocean Resort. This stunning three-level new construction home features a private elevator and a spectacular rooftop terrace offering breathtaking panoramic ocean views--enjoy sunrise and sunset vistas from the terrace and every room. Designed for the most discerning buyer, the home showcases porcelain flooring throughout, superior craftsmanship, and comes beautifully furnished for immediate enjoyment. Every window features serene ocean views, creating a bright and tranquil atmosphere throughout the residence. Perfect as a primary residence, vacation home, or investment property, this home offers no rental restrictions--ideal for both annual and seasonal rentals. Key Largo Ocean Resort is a gated community with 24-hour security and resort-style amenities including a clubhouse, pool, fitness center, pickleball courts, tennis courts, and basketball courts. Enjoy direct ocean access and the ultimate Florida Keys lifestyle.

3 Beds ⋅ 3 Baths ⋅ 619160 MLS

Experience luxury coastal living at its finest in this exceptional corner residence located in the highly sought-after Key Largo Ocean Resort. This stunning three-level new construction home features a private elevator and a spectacular rooftop terrace offering breathtaking panoramic ocean views--enjoy sunrise and sunset vistas from the terrace and every room. Designed for the most discerning buyer, the home showcases porcelain flooring throughout, superior craftsmanship, and comes beautifully furnished for immediate enjoyment. Every window features serene ocean views, creating a bright and tranquil atmosphere throughout the residence. Perfect as a primary residence, vacation home, or investment property, this home offers no rental restrictions--ideal for both annual and seasonal rentals. Key Largo Ocean Resort is a gated community with 24-hour security and resort-style amenities including a clubhouse, pool, fitness center, pickleball courts, tennis courts, and basketball courts. Enjoy direct ocean access and the ultimate Florida Keys lifestyle.

94825 Overseas Highway Unit 209, Key Largo

$2,780,000

Welcome to Tranquility, an exceptional three-bedroom oceanfront residence at Playa Largo Ocean Residences, an intimate and private luxury waterfront enclave in the heart of Key Largo, Florida. Thoughtfully designed as a secluded coastal retreat, this gated community offers a rare sense of privacy and exclusivity while remaining moments from the island's finest dining, boating, and resort amenities. Positioned within a low-density, purpose-built oceanfront development, the residence was constructed to the highest coastal engineering standards, ensuring durability, performance, and long-term value. Offered fully furnished with a designer-curated interior package, the home delivers a seamless turnkey experience with refined finishes, clean architectural lines, and thoughtfully designed living spaces. Expansive terraces extend the living environment outdoors, offering a tranquil setting for both relaxation and entertaining. The open-concept kitchen, dining, and living areas are filled with natural light and oriented toward the water, while each private bedroom suite provides a serene retreat for owners and guests alike. Every detail has been considered to balance comfort, elegance, and effortless livability. Owners enjoy access to a private clubhouse, resort-style swimming pool, and beautifully landscaped grounds. When you participate in the Playa rental management program, you can enjoy the renowned Playa Largo Resort & Spa world-class waterfront dining, spa services, beach amenities, and ramp access, elevating both daily living and rental appeal. A defining attribute of this offering is its rare flexibility of ownership and income potential, providing uncommon control over both personal use and revenue strategy. This residence presents an exceptional opportunity as a private vacation retreat, a luxury short-term rental, or a long-term investment in one of the Florida Keys' most established and highly sought-after communities.

3 Beds ⋅ 3 Baths ⋅ 619005 MLS

Welcome to Tranquility, an exceptional three-bedroom oceanfront residence at Playa Largo Ocean Residences, an intimate and private luxury waterfront enclave in the heart of Key Largo, Florida. Thoughtfully designed as a secluded coastal retreat, this gated community offers a rare sense of privacy and exclusivity while remaining moments from the island's finest dining, boating, and resort amenities. Positioned within a low-density, purpose-built oceanfront development, the residence was constructed to the highest coastal engineering standards, ensuring durability, performance, and long-term value. Offered fully furnished with a designer-curated interior package, the home delivers a seamless turnkey experience with refined finishes, clean architectural lines, and thoughtfully designed living spaces. Expansive terraces extend the living environment outdoors, offering a tranquil setting for both relaxation and entertaining. The open-concept kitchen, dining, and living areas are filled with natural light and oriented toward the water, while each private bedroom suite provides a serene retreat for owners and guests alike. Every detail has been considered to balance comfort, elegance, and effortless livability. Owners enjoy access to a private clubhouse, resort-style swimming pool, and beautifully landscaped grounds. When you participate in the Playa rental management program, you can enjoy the renowned Playa Largo Resort & Spa world-class waterfront dining, spa services, beach amenities, and ramp access, elevating both daily living and rental appeal. A defining attribute of this offering is its rare flexibility of ownership and income potential, providing uncommon control over both personal use and revenue strategy. This residence presents an exceptional opportunity as a private vacation retreat, a luxury short-term rental, or a long-term investment in one of the Florida Keys' most established and highly sought-after communities.

19 W Playa Largo Blvd, Key Largo

$3,845,000

MAIN KEY is a 145.5-acre private island with over a mile of pristine white sandy beaches on its east shoreline in Barnes Sound, Monroe County, FL. Its western and southern shoreline of over 4 miles of Mangroves reaching 30 to 50 feet tall provides a rookery that teams with gamefish, shellfish, sea mammals, and tropical birds. All owned by a TIIF Deed. With 12 upland acres, a substantial structure could be built with no ROGO requirements. In the 1930's and 40's, there were 3 large structures on the SE Government Lot area. A new dock permit with lift, platform, and mooring slip exists for the SE beach off the old homesite. An additional second permit is being applied for the south side of Main Key that will be 135 ft with a 40 ft platform and seven heavy pilings to moor a large vessel of up to 100 ft in length. A tide station was established by the USGS, later NOAA in the 1930's. 'The Tides at Main Key' was well known in Marine Weather forecasts on South Florida TV and NOAA Weather Radio for the Upper Keys and Florida Bay. Please contact the listing agents for more detailed information and documentation.

616391 MLS

MAIN KEY is a 145.5-acre private island with over a mile of pristine white sandy beaches on its east shoreline in Barnes Sound, Monroe County, FL. Its western and southern shoreline of over 4 miles of Mangroves reaching 30 to 50 feet tall provides a rookery that teams with gamefish, shellfish, sea mammals, and tropical birds. All owned by a TIIF Deed. With 12 upland acres, a substantial structure could be built with no ROGO requirements. In the 1930's and 40's, there were 3 large structures on the SE Government Lot area. A new dock permit with lift, platform, and mooring slip exists for the SE beach off the old homesite. An additional second permit is being applied for the south side of Main Key that will be 135 ft with a 40 ft platform and seven heavy pilings to moor a large vessel of up to 100 ft in length. A tide station was established by the USGS, later NOAA in the 1930's. 'The Tides at Main Key' was well known in Marine Weather forecasts on South Florida TV and NOAA Weather Radio for the Upper Keys and Florida Bay. Please contact the listing agents for more detailed information and documentation.

Main Ky, Key Largo

$9,500,000

Beautiful adjoining oceanfront gated estates available individually or together. Each parcel has a single family residence with vacation rental income potential and are zoned Suburban Commercial for development opportunities..*UPDATE: There are 50 TDRs (TREs) available, preliminarily reviewed by Monroe County and transferable to these parcels for higher development potential! This unique wooded acreage has a deep basin and channel for ocean access, with dolphin piling boat slips and boat ramp. Single Family Residences with ROGO exemptions for remodel/rebuild possibilities. Highest approval rate via Monroe County is for MIXED-USE COMMERCIAL development. (The 6.1 acre parcel may be sold together with contiguous 3.2 acre parcel@95325 Overseas Hwy, AK#1592986,RE#00483360 000000 13 62 38 PT TR 5&6 SOUTHCLIFF ESTS PB2-45 & PT GOV LOT 1 & ADJ BAY for grand total of 9.36 acres, includes 1137 sf 1970 2/1 cbs home, metal roof.) *Includes data for both parcels and for taxes. This is a duplicate listing. Broker part owner/family owned.

7 Beds ⋅ 4 Baths ⋅ 579482 MLS

Beautiful adjoining oceanfront gated estates available individually or together. Each parcel has a single family residence with vacation rental income potential and are zoned Suburban Commercial for development opportunities..*UPDATE: There are 50 TDRs (TREs) available, preliminarily reviewed by Monroe County and transferable to these parcels for higher development potential! This unique wooded acreage has a deep basin and channel for ocean access, with dolphin piling boat slips and boat ramp. Single Family Residences with ROGO exemptions for remodel/rebuild possibilities. Highest approval rate via Monroe County is for MIXED-USE COMMERCIAL development. (The 6.1 acre parcel may be sold together with contiguous 3.2 acre parcel@95325 Overseas Hwy, AK#1592986,RE#00483360 000000 13 62 38 PT TR 5&6 SOUTHCLIFF ESTS PB2-45 & PT GOV LOT 1 & ADJ BAY for grand total of 9.36 acres, includes 1137 sf 1970 2/1 cbs home, metal roof.) *Includes data for both parcels and for taxes. This is a duplicate listing. Broker part owner/family owned.

95351 Overseas Hwy, Key Largo

94825 Overseas Highway Unit 238, Key Largo

$375,000

This is your chance to own a slice of Paradise! Location! Location! Location! Corner Lot! Water views from your lot! Walking distance to the ocean Buy now and build at your own pace This is a corner lot in a quiet back road with an excellent location! Must see!

616697 MLS

This is your chance to own a slice of Paradise! Location! Location! Location! Corner Lot! Water views from your lot! Walking distance to the ocean Buy now and build at your own pace This is a corner lot in a quiet back road with an excellent location! Must see!

94825 Overseas Highway Unit 238, Key Largo

94825 Overseas Hwy Unit UNIT 116, Key Largo

$540,000

One of the largest vacant lots still available in this community. Corner lot right across from Ocean. Tennis courts and recreational center behind lot. Great community filled with amenities such as guarded gate, pool, tennis basketball and pickleball courts, playground, recreation center with gym, marina/community ramp, fishing pier and fish cleaning station.

618465 MLS

One of the largest vacant lots still available in this community. Corner lot right across from Ocean. Tennis courts and recreational center behind lot. Great community filled with amenities such as guarded gate, pool, tennis basketball and pickleball courts, playground, recreation center with gym, marina/community ramp, fishing pier and fish cleaning station.

94825 Overseas Hwy Unit UNIT 116, Key Largo

$3,050,000

Welcome to ''Sea-Esta''an exceptional, premiere 3-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, and landscaped grounds. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from resort infrastructure just moments away. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a rental income opportunity, or a long-term hold in one of the Florida Keys' most established resort communities. Quiet, secure, and impeccably positioned.

3 Beds ⋅ 3 Baths ⋅ 618322 MLS

Welcome to ''Sea-Esta''an exceptional, premiere 3-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, and landscaped grounds. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from resort infrastructure just moments away. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a rental income opportunity, or a long-term hold in one of the Florida Keys' most established resort communities. Quiet, secure, and impeccably positioned.

25 E Playa Largo Blvd, Key Largo

$3,705,000

Welcome to ''Coral Breeze'', an exceptional premiere four-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, landscaped grounds, and on-site kayak and paddleboard launch. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from adjacent resort infrastructure. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a stabilized income property, or a long-term hold in one of the Florida Keys most established resort communities.

4 Beds ⋅ 5 Baths ⋅ 618328 MLS

Welcome to ''Coral Breeze'', an exceptional premiere four-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, landscaped grounds, and on-site kayak and paddleboard launch. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from adjacent resort infrastructure. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a stabilized income property, or a long-term hold in one of the Florida Keys most established resort communities.

46 E Playa Largo Blvd, Key Largo

94825 Overseas Highway Unit 122, Key Largo

$715,000

Ocean front lot with sunrises and sunsets views; right at the Marina with open ocean views and house plans included. Will sell fast due to a high demand of water front lots in this resort, call now, don't miss this unique opportunity. Ready to build on an excellent location! No ROGO, All gated community with security guards 24/7 for your peace of mind. Ocean front with breezes and spectacular sunrises every morning from the Marina. Lush landscaping greets you as you pull into the Resort and leads you to the many different amenities offered. It's like entering in another state of mind, a completely stress-free environment where you can disconnect from the rest of the world. This lot have the convenience of being close to the Pool and Club House and right on the ocean. The whole resort has 22 acres of land right on the open ocean that is what all buyers are looking for, been so close to the water at a very affordable price. Don't miss this unique opportunity. Close to the Pool, Playground area, Club House with Gym, Tennis & Basket Courts and Boat Ramp. Full marina service, ocean views! It is an extremely unique location, once you have your house built at this site you will be able to get those ocean breezes all year around from your balcony among expansive ocean views and sunrises. The Resort also offers 24/7 security with a Guard House at entrance, streets all lighted up at night and a concrete wall for privacy. Along with that there is an office and mail building for your convenience. Among other features are underground utilities and guest parking spaces, Playground area for kids, open landscaped areas for relaxing and a Pier to watch the stunning sunrises and a variety of entertainment areas throughout the Resort. Price to sell!

605670 MLS

Ocean front lot with sunrises and sunsets views; right at the Marina with open ocean views and house plans included. Will sell fast due to a high demand of water front lots in this resort, call now, don't miss this unique opportunity. Ready to build on an excellent location! No ROGO, All gated community with security guards 24/7 for your peace of mind. Ocean front with breezes and spectacular sunrises every morning from the Marina. Lush landscaping greets you as you pull into the Resort and leads you to the many different amenities offered. It's like entering in another state of mind, a completely stress-free environment where you can disconnect from the rest of the world. This lot have the convenience of being close to the Pool and Club House and right on the ocean. The whole resort has 22 acres of land right on the open ocean that is what all buyers are looking for, been so close to the water at a very affordable price. Don't miss this unique opportunity. Close to the Pool, Playground area, Club House with Gym, Tennis & Basket Courts and Boat Ramp. Full marina service, ocean views! It is an extremely unique location, once you have your house built at this site you will be able to get those ocean breezes all year around from your balcony among expansive ocean views and sunrises. The Resort also offers 24/7 security with a Guard House at entrance, streets all lighted up at night and a concrete wall for privacy. Along with that there is an office and mail building for your convenience. Among other features are underground utilities and guest parking spaces, Playground area for kids, open landscaped areas for relaxing and a Pier to watch the stunning sunrises and a variety of entertainment areas throughout the Resort. Price to sell!

94825 Overseas Highway Unit 122, Key Largo

$8,490,000

This custom-built, elevated two-story estate sits on a 7,300 SF point lot at the coveted tip of Adam's Cut Waterway, with 167 feet of waterfront offering panoramic views that open directly to Largo Sound with ocean access. More than a home, it is an unparalleled opportunity to own an iconic piece of Keys history--an architecturally significant retreat built to exceptional standards of strength, beauty, and design. Spanning 3,723 SF, the 4BR/5+2BA residence features a triple-poured concrete roof, 8 inches of concrete between floors, Italian La Finestra impact windows and doors, whole-house sound system, interior elevator, Shell Reef honed limestone floors, and concealed-hinge custom doors. The main level showcases a stunning light-filled living room framed by floor-to-ceiling windows, a remote-controlled drop-down TV, stone accent wall, and sleek wet bar--all opening to the expansive wraparound terrace overlooking Adam's Cut. An open dining area complements the chef's kitchen with a backlit polished Plume Quartz waterfall island, JennAir gas cooktop, integrated refrigeration, and Liebherr wine cooler. This floor includes three bedrooms, including a junior suite with private balcony and spa-style bath, plus a designer powder room, laundry room, and two additional ensuite guest rooms. The private principal suite spans the second floor, featuring a high-pitched ceiling, midnight bar, elevated bed platform, flexible additional room, and a spa-inspired bath. It opens to a private terrace with a rooftop infinity pool, swim-up bar, and jacuzzi for a true resort experience. Ground-level highlights include a grand covered terrace w/summer kitchen, Lynx grill, salt-chlorinated pool, teak ceilings, standalone bar, and cabana bath. A hidden gem is the brick-lined, temperature-controlled 200-bottle wine cellar w/ a decanting area. A 77' private dock w/ 20.,000 lb boat lift complete mid Nov. 26, swim platform, and sunning areas complete this extraordinary Keys masterpi

4 Beds ⋅ 7 Baths ⋅ 617714 MLS

This custom-built, elevated two-story estate sits on a 7,300 SF point lot at the coveted tip of Adam's Cut Waterway, with 167 feet of waterfront offering panoramic views that open directly to Largo Sound with ocean access. More than a home, it is an unparalleled opportunity to own an iconic piece of Keys history--an architecturally significant retreat built to exceptional standards of strength, beauty, and design. Spanning 3,723 SF, the 4BR/5+2BA residence features a triple-poured concrete roof, 8 inches of concrete between floors, Italian La Finestra impact windows and doors, whole-house sound system, interior elevator, Shell Reef honed limestone floors, and concealed-hinge custom doors. The main level showcases a stunning light-filled living room framed by floor-to-ceiling windows, a remote-controlled drop-down TV, stone accent wall, and sleek wet bar--all opening to the expansive wraparound terrace overlooking Adam's Cut. An open dining area complements the chef's kitchen with a backlit polished Plume Quartz waterfall island, JennAir gas cooktop, integrated refrigeration, and Liebherr wine cooler. This floor includes three bedrooms, including a junior suite with private balcony and spa-style bath, plus a designer powder room, laundry room, and two additional ensuite guest rooms. The private principal suite spans the second floor, featuring a high-pitched ceiling, midnight bar, elevated bed platform, flexible additional room, and a spa-inspired bath. It opens to a private terrace with a rooftop infinity pool, swim-up bar, and jacuzzi for a true resort experience. Ground-level highlights include a grand covered terrace w/summer kitchen, Lynx grill, salt-chlorinated pool, teak ceilings, standalone bar, and cabana bath. A hidden gem is the brick-lined, temperature-controlled 200-bottle wine cellar w/ a decanting area. A 77' private dock w/ 20.,000 lb boat lift complete mid Nov. 26, swim platform, and sunning areas complete this extraordinary Keys masterpi

180 Pompano Dr, Key Largo

$4,900,000

Once-in-a-Lifetime Opportunity: Own the Iconic Alabama Jacks in Key Largo! Step into the legacy of one of the most celebrated waterfront establishments in the USA. This legendary bar and restaurant, continually rated among the Best Bars & Restaurants in South Florida, Florida, and the nation, is ready for its next chapter. Located on Card Sound Road at the foot of the Card Sound Bridge, Alabama Jacks has been a beloved destination since the 1950s, renowned for its authentic charm, lively atmosphere, and world-famous conch fritters. Key Features: Rich History: Established in 1947 and operated by the current owner since 1981, this landmark has maintained its iconic status and rustic charm, drawing locals, tourists, and celebrities alike. Turnkey Package: Sale includes the business name, domain names, Facebook page, a thriving retail t-shirt business, proprietary recipes, and all furniture, fixtures, and equipment (FF&E). Prime Waterfront Property: Two parcels totaling 41,602 square feet (.95 acres) with over 360 linear feet of boat docks, direct boating access, and a private boat ramp (currently unused, offering potential for new revenue streams). Buildings & Infrastructure: Includes 2,297 sq. ft. of finished space, 4,729 sq. ft. of canopy space, and an apartment for onsite living or staff use. Also features a desalination system and a backup water truck with a tank. Long-Term Lease: New & Secure, 20-year lease with the U.S. Government renewed in 2021 through 2041. Unparalleled Legacy Alabama Jacks is a true piece of Americana, beloved by generations and celebrated in publications and TV appearances by icons like Emeril Lagasse, Conde Nast, and Kathie Lee Gifford. Whether you're continuing its proud traditions or exploring new opportunities, this business is primed for success. Opportunity to Franchise the name and brand. Don't miss this chance to own a slice of Florida Keys history and elevate an already thriving landmark to its next level.

1 Beds ⋅ 3 Baths ⋅ 613251 MLS

Once-in-a-Lifetime Opportunity: Own the Iconic Alabama Jacks in Key Largo! Step into the legacy of one of the most celebrated waterfront establishments in the USA. This legendary bar and restaurant, continually rated among the Best Bars & Restaurants in South Florida, Florida, and the nation, is ready for its next chapter. Located on Card Sound Road at the foot of the Card Sound Bridge, Alabama Jacks has been a beloved destination since the 1950s, renowned for its authentic charm, lively atmosphere, and world-famous conch fritters. Key Features: Rich History: Established in 1947 and operated by the current owner since 1981, this landmark has maintained its iconic status and rustic charm, drawing locals, tourists, and celebrities alike. Turnkey Package: Sale includes the business name, domain names, Facebook page, a thriving retail t-shirt business, proprietary recipes, and all furniture, fixtures, and equipment (FF&E). Prime Waterfront Property: Two parcels totaling 41,602 square feet (.95 acres) with over 360 linear feet of boat docks, direct boating access, and a private boat ramp (currently unused, offering potential for new revenue streams). Buildings & Infrastructure: Includes 2,297 sq. ft. of finished space, 4,729 sq. ft. of canopy space, and an apartment for onsite living or staff use. Also features a desalination system and a backup water truck with a tank. Long-Term Lease: New & Secure, 20-year lease with the U.S. Government renewed in 2021 through 2041. Unparalleled Legacy Alabama Jacks is a true piece of Americana, beloved by generations and celebrated in publications and TV appearances by icons like Emeril Lagasse, Conde Nast, and Kathie Lee Gifford. Whether you're continuing its proud traditions or exploring new opportunities, this business is primed for success. Opportunity to Franchise the name and brand. Don't miss this chance to own a slice of Florida Keys history and elevate an already thriving landmark to its next level.

58000 Card Sound Rd, Key Largo

$2,345,000

Ocean views, deepwater dockage, dock is being replaced with a lift 9/26, and the rare ability to legally operate nightly rentals - it doesn't get any better! The seller has approval for a 20,000lb boat lift and improvement of the dock. There is also approval for an observation deck into the open ocean. This exceptional oceanfront estate offers a standout turnkey investment opportunity, combining the perfect trifecta for your portfolio: panoramic ocean views, deepwater dockage, and approved nightly rental capability. An ideal family compound and a rare chance to own a fully versatile, income-producing Keys property. Enjoy oceanfront living with two beautifully updated units, each featuring 2 bedrooms and 1 bathroom, separate entrances, and its own oceanfront porch. The property showcases panoramic blue-water views that are simply breathtaking, a rare find for both investors and those seeking a spectacular coastal retreat. Boating enthusiasts will appreciate the 100 feet of concrete dockage with immediate ocean access, along with the unique benefit of ownership of the ocean bottom, offering added value, flexibility, and long-term security. Zoning permits rentals with a minimum stay of just one night, giving you maximum income potential or the option to enjoy it as a private getaway. Whether you're looking to expand your investment portfolio or create your future oceanfront dream home, this home offers unmatched versatility and incredible potential in a beautiful setting. Plenty of parking and room for a pool, expansion or redevelopment! Call today for more details.

4 Beds ⋅ 2 Baths ⋅ 617384 MLS

Ocean views, deepwater dockage, dock is being replaced with a lift 9/26, and the rare ability to legally operate nightly rentals - it doesn't get any better! The seller has approval for a 20,000lb boat lift and improvement of the dock. There is also approval for an observation deck into the open ocean. This exceptional oceanfront estate offers a standout turnkey investment opportunity, combining the perfect trifecta for your portfolio: panoramic ocean views, deepwater dockage, and approved nightly rental capability. An ideal family compound and a rare chance to own a fully versatile, income-producing Keys property. Enjoy oceanfront living with two beautifully updated units, each featuring 2 bedrooms and 1 bathroom, separate entrances, and its own oceanfront porch. The property showcases panoramic blue-water views that are simply breathtaking, a rare find for both investors and those seeking a spectacular coastal retreat. Boating enthusiasts will appreciate the 100 feet of concrete dockage with immediate ocean access, along with the unique benefit of ownership of the ocean bottom, offering added value, flexibility, and long-term security. Zoning permits rentals with a minimum stay of just one night, giving you maximum income potential or the option to enjoy it as a private getaway. Whether you're looking to expand your investment portfolio or create your future oceanfront dream home, this home offers unmatched versatility and incredible potential in a beautiful setting. Plenty of parking and room for a pool, expansion or redevelopment! Call today for more details.

127 Seaside Ave, Key Largo

$3,900,000

Welcome to ''The Lookout', a premiere four-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, and landscaped grounds. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from resort infrastructure just moments away. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a rental income opportunity, or a long-term hold in one of the Florida Keys' most established resort communities. Quiet, secure, and impeccably positioned.

4 Beds ⋅ 5 Baths ⋅ 618319 MLS

Welcome to ''The Lookout', a premiere four-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, and landscaped grounds. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from resort infrastructure just moments away. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a rental income opportunity, or a long-term hold in one of the Florida Keys' most established resort communities. Quiet, secure, and impeccably positioned.

48 E Playa Largo Blvd, Key Largo

97501 Overseas Highway Unit 114, Key Largo

$1,599,000

Nightly Rentals permitted! Enjoy water views from the over-sized balcony and large master suite. This unit comes furnished w/ marble floors, granite counter tops, new stainless steel appliances, washer/dryer, impact doors & windows, plus new A/C. Mariner's is a gated community offering a clubhouse, fitness center, 2 pools, jacuzzis & grotto, a 43 slip marina with dry storage, indoor/outdoor pickleball courts, basketball & tennis. Mariner's Club is one of the few places in the Keys that allows nightly rentals. An incredible investment opportunity.

3 Beds ⋅ 3 Baths ⋅ 618835 MLS

Nightly Rentals permitted! Enjoy water views from the over-sized balcony and large master suite. This unit comes furnished w/ marble floors, granite counter tops, new stainless steel appliances, washer/dryer, impact doors & windows, plus new A/C. Mariner's is a gated community offering a clubhouse, fitness center, 2 pools, jacuzzis & grotto, a 43 slip marina with dry storage, indoor/outdoor pickleball courts, basketball & tennis. Mariner's Club is one of the few places in the Keys that allows nightly rentals. An incredible investment opportunity.

97501 Overseas Highway Unit 114, Key Largo

$2,950,000

A Secluded Waterfront Paradise in the Heart of the Florida Keys. Step into a world of minimalistic elegance and tranquility at this one-of-a-kind coastal oasis. Tucked away on over an acre of lushly landscaped, private property stretching from highway to water, this architecturally unique home offers serene luxury and endless possibilities. Arrive via a tree-lined driveway to discover a striking three-story coastal retreat. Featuring four private en suite bedrooms, each with its separate entrance, the home is designed to provide privacy and relaxation for family and guests alike, great rental property for corporate retreat. This property has just received a vacation rental license which brings enhanced opportunities for income producing short term vacation rentals. The sleek, contemporary design integrates seamlessly with the natural surroundings, offering captivating water views from every vantage point. Designed with entertaining in mind, this property boasts multiple spacious outdoor entertainment areas, including verandas overlooking the sparkling pool, sand-laden grounds, and tranquil waterfront oasis. Gather around the expansive fire-pit with seating for up to 14, perfectly situated at the water's edge for unforgettable evenings under the Keys' starry skies. Adding to its versatility, a secondary garage structure—measuring over 700 sq. ft. with soaring 11-foot ceilings—has been artfully re-imagined as a flexible guest space or personal retreat. With SR zoning permitting vacation rentals, this unique property offers endless opportunities, whether as a family compound, corporate retreat, or lucrative investment. Its layout, designed to maximize privacy and individuality, makes it especially appealing for those seeking a distinctive and adaptable space. Additional features include: Ample parking and storage, ideal for all your waterfront toys. •A kayaker's or paddleboarder's dream, with access to nearby mangrove trails. A secluded yet accessible location, offering privacy while remaining close to the best of the Keys. Don't miss the opportunity to own this unparalleled Keys sanctuary, where modern sophistication meets natural beauty. Schedule your private tour today and experience the allure of this remarkable retreat.

4 Beds ⋅ 5 Baths ⋅ 613026 MLS

A Secluded Waterfront Paradise in the Heart of the Florida Keys. Step into a world of minimalistic elegance and tranquility at this one-of-a-kind coastal oasis. Tucked away on over an acre of lushly landscaped, private property stretching from highway to water, this architecturally unique home offers serene luxury and endless possibilities. Arrive via a tree-lined driveway to discover a striking three-story coastal retreat. Featuring four private en suite bedrooms, each with its separate entrance, the home is designed to provide privacy and relaxation for family and guests alike, great rental property for corporate retreat. This property has just received a vacation rental license which brings enhanced opportunities for income producing short term vacation rentals. The sleek, contemporary design integrates seamlessly with the natural surroundings, offering captivating water views from every vantage point. Designed with entertaining in mind, this property boasts multiple spacious outdoor entertainment areas, including verandas overlooking the sparkling pool, sand-laden grounds, and tranquil waterfront oasis. Gather around the expansive fire-pit with seating for up to 14, perfectly situated at the water's edge for unforgettable evenings under the Keys' starry skies. Adding to its versatility, a secondary garage structure—measuring over 700 sq. ft. with soaring 11-foot ceilings—has been artfully re-imagined as a flexible guest space or personal retreat. With SR zoning permitting vacation rentals, this unique property offers endless opportunities, whether as a family compound, corporate retreat, or lucrative investment. Its layout, designed to maximize privacy and individuality, makes it especially appealing for those seeking a distinctive and adaptable space. Additional features include: Ample parking and storage, ideal for all your waterfront toys. •A kayaker's or paddleboarder's dream, with access to nearby mangrove trails. A secluded yet accessible location, offering privacy while remaining close to the best of the Keys. Don't miss the opportunity to own this unparalleled Keys sanctuary, where modern sophistication meets natural beauty. Schedule your private tour today and experience the allure of this remarkable retreat.

98701 Overseas Hwy, Key Largo

$10,999,999

Introducing 57 Garden Cove Drive, a rare opportunity to own a private, resort-style Key Largo waterfront compound set on nearly 26,000 square feet of land, now OFFERED TOGETHER with an additional adjacent vacant residential parcel, creating exceptional flexibility for future expansion or development. Thoughtfully designed to capture both scale and functionality, the residence features 6 bedrooms & 6 bathrooms, complemented by a private elevator for seamless access throughout. Expansive interiors are filled with natural light, effortlessly connecting indoor living spaces to the surrounding tropical landscape. For boating enthusiasts, the property offers 100FT of premium dockage delivering immediate & unrestricted access to open water -- a rare & highly desirable feature in the Keys. Beyond its lifestyle appeal, the property stands out as a proven income-producing asset. With 7-day short-term rental approval, it is currently operating as a successful vacation rental and wedding venue, supported by an exceptional rental history -- offering both immediate revenue & long-term investment potential. The true differentiator lies in the land and flexibility. With the inclusion of the adjacent parcel, the property presents a unique opportunity to further enhance the estate -- whether through additional structures, expanded amenities, or the creation of a fully realized private resort-style compound. Framed by swaying palms & open water views, this is more than a home -- it is a turnkey lifestyle investment with development upside, positioned in one of the most desirable waterfront enclaves in the Florida Keys.

6 Beds ⋅ 6 Baths ⋅ 617713 MLS

Introducing 57 Garden Cove Drive, a rare opportunity to own a private, resort-style Key Largo waterfront compound set on nearly 26,000 square feet of land, now OFFERED TOGETHER with an additional adjacent vacant residential parcel, creating exceptional flexibility for future expansion or development. Thoughtfully designed to capture both scale and functionality, the residence features 6 bedrooms & 6 bathrooms, complemented by a private elevator for seamless access throughout. Expansive interiors are filled with natural light, effortlessly connecting indoor living spaces to the surrounding tropical landscape. For boating enthusiasts, the property offers 100FT of premium dockage delivering immediate & unrestricted access to open water -- a rare & highly desirable feature in the Keys. Beyond its lifestyle appeal, the property stands out as a proven income-producing asset. With 7-day short-term rental approval, it is currently operating as a successful vacation rental and wedding venue, supported by an exceptional rental history -- offering both immediate revenue & long-term investment potential. The true differentiator lies in the land and flexibility. With the inclusion of the adjacent parcel, the property presents a unique opportunity to further enhance the estate -- whether through additional structures, expanded amenities, or the creation of a fully realized private resort-style compound. Framed by swaying palms & open water views, this is more than a home -- it is a turnkey lifestyle investment with development upside, positioned in one of the most desirable waterfront enclaves in the Florida Keys.

57 Garden Cove Dr, Key Largo

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