$495,000 Fantastic Opportunity to get yourself a chic loft in Key Largo. Newly acquired vacation rental license allows for short-term rentals from this loft! Modern, open, and renovated, absolutely ready for you. Cool vibe for a weekender, or rental opportunities. (SR zoning) Shown by appointment. 1 Beds ⋅ 1 Baths ⋅ 613086 MLS Fantastic Opportunity to get yourself a chic loft in Key Largo. Newly acquired vacation rental license allows for short-term rentals from this loft! Modern, open, and renovated, absolutely ready for you. Cool vibe for a weekender, or rental opportunities. (SR zoning) Shown by appointment. 98703 Overseas Hwy, Key Largo
$625,000 Great investment property. This charming Keys cottage situated on 3 spacious lots, offers an incredible potential for investors to build their dream home. Located just a few blocks from Key Largo School and within minutes of local amenities, this property is ideally positioned for both convenience and seclusion. This property boasts a private waterfront homeowners' park complete with a boat ramp, a serene cove, and 72-hour dockage—perfect for boating enthusiasts. Although recently renovated this home is a tear down. Use it as is until you rebuild . The property has been brought to full compliance and offers excellent investment potential. Once the lots are no longer combined for tax purposes, you could build up to three homes on the property, making this an outstanding opportunity for development. Whether you're looking for a family retreat or an investment with future growth potential, this property is the perfect canvas. Just two minutes from the iconic Key Largo Stretch and an easy hour's drive to Miami, this is an unbeatable opportunity to own a piece of paradise with endless possibilities. 2 Beds ⋅ 2 Baths ⋅ 615785 MLS Great investment property. This charming Keys cottage situated on 3 spacious lots, offers an incredible potential for investors to build their dream home. Located just a few blocks from Key Largo School and within minutes of local amenities, this property is ideally positioned for both convenience and seclusion. This property boasts a private waterfront homeowners' park complete with a boat ramp, a serene cove, and 72-hour dockage—perfect for boating enthusiasts. Although recently renovated this home is a tear down. Use it as is until you rebuild . The property has been brought to full compliance and offers excellent investment potential. Once the lots are no longer combined for tax purposes, you could build up to three homes on the property, making this an outstanding opportunity for development. Whether you're looking for a family retreat or an investment with future growth potential, this property is the perfect canvas. Just two minutes from the iconic Key Largo Stretch and an easy hour's drive to Miami, this is an unbeatable opportunity to own a piece of paradise with endless possibilities. 28 Tarpon Ave, Key Largo
$940,000 Spectacular completely updated single wide mobile home. This property features 60 feet of dock, Tiki Hud, in property Boat Ramp and 6,000 sqft Lot. The property is in excellent condition and move in ready! Call for more information 2 Beds ⋅ 1 Baths ⋅ 617326 MLS Spectacular completely updated single wide mobile home. This property features 60 feet of dock, Tiki Hud, in property Boat Ramp and 6,000 sqft Lot. The property is in excellent condition and move in ready! Call for more information 314 Windley Rd, Key Largo
$7,750,000 Welcome to the iconic Key Largo Lighthouse, a one-of-a-kind oceanfront landmark set on 1.6 acres of lushly landscaped tropical paradise in Key Largo. With over 300 feet of seawalled waterfront, this private compound delivers an unmatched resort-style lifestyle in the Florida Keys. Surrounded by mature palms, the property offers an extraordinary array of amenities, including a private boat basin, pickleball court, working lighthouse, and a spectacular water-park-style infinity pool complete with a lazy river, grotto, hot tub, waterslide, and multiple cascading waterfalls. Designed for grand-scale entertaining or quality family time, the estate features three main buildings with accommodations for up to 20 guests. The main residence showcases a stunning great-room layout anchored by a chef's kitchen with a Wolf gas range, Sub-Zero refrigerator and six under-counter refrigerated drawers, full-size wine fridge, expansive pantry, and an oversized island ideal for gatherings. Additional living spaces include two separate units, each with full kitchens and bedrooms, along with three detached guest bedrooms with cabana baths, offering exceptional privacy and flexibility. Throughout the grounds, Old Chicago brick walkways, seven tiki huts, and thoughtfully designed lounging areas invite relaxation at every turn. Enjoy breathtaking ocean sunrises from the point and entertain under the cabana bar overlooking Pennekamp National Park, the Atlantic Ocean, and your private, secure boat basin—equipped with a boat lift, floating jet-ski lift, and kayak/paddleboard launch. The property is fully outfitted with impact windows and doors, a metal roof, and a standby generator capable of powering the entire estate, providing peace of mind year-round. This rare and irreplaceable oceanfront compound is the ultimate setting for unforgettable entertaining and luxurious island living. Simply too many impeccable details to capture—come see it in person and schedule your private showing toda 7 Beds ⋅ 7 Baths ⋅ 618417 MLS Welcome to the iconic Key Largo Lighthouse, a one-of-a-kind oceanfront landmark set on 1.6 acres of lushly landscaped tropical paradise in Key Largo. With over 300 feet of seawalled waterfront, this private compound delivers an unmatched resort-style lifestyle in the Florida Keys. Surrounded by mature palms, the property offers an extraordinary array of amenities, including a private boat basin, pickleball court, working lighthouse, and a spectacular water-park-style infinity pool complete with a lazy river, grotto, hot tub, waterslide, and multiple cascading waterfalls. Designed for grand-scale entertaining or quality family time, the estate features three main buildings with accommodations for up to 20 guests. The main residence showcases a stunning great-room layout anchored by a chef's kitchen with a Wolf gas range, Sub-Zero refrigerator and six under-counter refrigerated drawers, full-size wine fridge, expansive pantry, and an oversized island ideal for gatherings. Additional living spaces include two separate units, each with full kitchens and bedrooms, along with three detached guest bedrooms with cabana baths, offering exceptional privacy and flexibility. Throughout the grounds, Old Chicago brick walkways, seven tiki huts, and thoughtfully designed lounging areas invite relaxation at every turn. Enjoy breathtaking ocean sunrises from the point and entertain under the cabana bar overlooking Pennekamp National Park, the Atlantic Ocean, and your private, secure boat basin—equipped with a boat lift, floating jet-ski lift, and kayak/paddleboard launch. The property is fully outfitted with impact windows and doors, a metal roof, and a standby generator capable of powering the entire estate, providing peace of mind year-round. This rare and irreplaceable oceanfront compound is the ultimate setting for unforgettable entertaining and luxurious island living. Simply too many impeccable details to capture—come see it in person and schedule your private showing toda 101 Oleander Circle Ky, Key Largo
$350,000 Great opportunity to own an affordable and financable home in the Florida Keys whether you are purchasing your first property or adding to your investment portfolio. This 1 bedroom, 1 bathroom residence is situated on a generous 7000 square foot lot just moments from Friendship Park and backs up to the community park, offering open green space right behind the home. Best Part is there is no HOA fees here! The exterior has been refreshed with a new coat of paint, giving it a clean updated look. The backyard features a grassy area with room to relax, garden, or entertain, while the front offers low maintenance rock landscaping with convenient parking. The nearby pet friendly community park includes a Children's Memorial Tree Garden, pavilions, picnic tables, a baseball field, playground, restrooms, and basketball courts. You are also close to grocery stores, restaurants, shopping, and everyday conveniences. The property is currently unoccupied and ready for its next owner! 1 Beds ⋅ 1 Baths ⋅ 618704 MLS Great opportunity to own an affordable and financable home in the Florida Keys whether you are purchasing your first property or adding to your investment portfolio. This 1 bedroom, 1 bathroom residence is situated on a generous 7000 square foot lot just moments from Friendship Park and backs up to the community park, offering open green space right behind the home. Best Part is there is no HOA fees here! The exterior has been refreshed with a new coat of paint, giving it a clean updated look. The backyard features a grassy area with room to relax, garden, or entertain, while the front offers low maintenance rock landscaping with convenient parking. The nearby pet friendly community park includes a Children's Memorial Tree Garden, pavilions, picnic tables, a baseball field, playground, restrooms, and basketball courts. You are also close to grocery stores, restaurants, shopping, and everyday conveniences. The property is currently unoccupied and ready for its next owner! 53 Hibiscus Ln, Key Largo
$445,000 Rare Redevelopment Opportunity in Key Largo! Situated on two oversized corner lots totaling 10,500 square feet, this unique property offers exceptional flexibility for investors, builders, or anyone looking to create their dream Florida Keys retreat. Included is a ROGO-Exempt Letter, allowing you to bypass the lengthy ROGO allocation process and immediately replace the existing home with a new residence. Build your custom island home utilizing both lots for an expansive estate, or develop on one lot while preserving the second for additional outdoor living, future possibilities, or potential future development (buyer to verify with Monroe County). Tier III with 34 points and sewer vent installed. While planning your vision, enjoy the existing fully furnished vintage cottage filled with Keys character. This charming 1-bedroom, 1-bath bungalow features an indoor tiki bar, open kitchen with granite countertops and oak cabinetry, custom oak flooring in the bedroom, porcelain tile throughout the living areas, and seamless indoor-outdoor living. Outside, you'll find a private pea-rock courtyard shaded by mature tropical trees, an outdoor shower, storage shed, two separate driveway entrances, and ample parking for boats, trailers, RVs, and guests. Located less than one mile from John Pennekamp Coral Reef State Park, you'll have easy access to world-class diving, snorkeling, fishing, boating, beaches, and the best of the Upper Keys lifestyle. Enjoy nearby waterfront dining, shopping, Harry Harris Park, and an easy one-hour drive to Miami. Whether you're searching for an immediate weekend getaway, a rental investment, or one of the few opportunities to build without waiting through the ROGO process, this property offers outstanding value with endless potential. 1 Beds ⋅ 1 Baths ⋅ 617396 MLS Rare Redevelopment Opportunity in Key Largo! Situated on two oversized corner lots totaling 10,500 square feet, this unique property offers exceptional flexibility for investors, builders, or anyone looking to create their dream Florida Keys retreat. Included is a ROGO-Exempt Letter, allowing you to bypass the lengthy ROGO allocation process and immediately replace the existing home with a new residence. Build your custom island home utilizing both lots for an expansive estate, or develop on one lot while preserving the second for additional outdoor living, future possibilities, or potential future development (buyer to verify with Monroe County). Tier III with 34 points and sewer vent installed. While planning your vision, enjoy the existing fully furnished vintage cottage filled with Keys character. This charming 1-bedroom, 1-bath bungalow features an indoor tiki bar, open kitchen with granite countertops and oak cabinetry, custom oak flooring in the bedroom, porcelain tile throughout the living areas, and seamless indoor-outdoor living. Outside, you'll find a private pea-rock courtyard shaded by mature tropical trees, an outdoor shower, storage shed, two separate driveway entrances, and ample parking for boats, trailers, RVs, and guests. Located less than one mile from John Pennekamp Coral Reef State Park, you'll have easy access to world-class diving, snorkeling, fishing, boating, beaches, and the best of the Upper Keys lifestyle. Enjoy nearby waterfront dining, shopping, Harry Harris Park, and an easy one-hour drive to Miami. Whether you're searching for an immediate weekend getaway, a rental investment, or one of the few opportunities to build without waiting through the ROGO process, this property offers outstanding value with endless potential. 140 Gumbo Limbo Dr, Key Largo
$4,650,000 A LEGACY KEYS BAYFRONT PROPERTY OFFERING ENJOYMENT TODAY AND ENDLESS POSSIBILITIES FOR TOMORROW! Preserve and enhance the charm of a Florida Keys homestead, or reimagine the property to fit your future vision, with immediate use short-term and strong long-term investment potential. The rare double lot spans nearly one acre on a prime point of land along Florida Bay. With over 200 feet of improved shoreline, this property nearly doubles the width of typical waterfront parcels. Tucked away among native hardwoods at the Southern edge of Key Largo and the Village of Islamorada, this parcel offers exceptional privacy with both sunrise and sunset views. Features include a sandy beach, a cut-in boat basin with deep-water channel access, 2 ramps for launching pleasure watercraft, a resort-style pool, a concrete pier, aquarium-like waters with crystal-clear blue tones, and a sandy bay bottom teeming with marine life. The existing 4BD/2BA concrete residence provides instant enjoyment and valuable building rights, allowing you to create a custom waterfront retreat without waiting for a Monroe County ROGO allocation. A rare opportunity for a family compound or legacy estate in one of the Upper Keys' most unique bayfront settings. 4 Beds ⋅ 2 Baths ⋅ 616004 MLS A LEGACY KEYS BAYFRONT PROPERTY OFFERING ENJOYMENT TODAY AND ENDLESS POSSIBILITIES FOR TOMORROW! Preserve and enhance the charm of a Florida Keys homestead, or reimagine the property to fit your future vision, with immediate use short-term and strong long-term investment potential. The rare double lot spans nearly one acre on a prime point of land along Florida Bay. With over 200 feet of improved shoreline, this property nearly doubles the width of typical waterfront parcels. Tucked away among native hardwoods at the Southern edge of Key Largo and the Village of Islamorada, this parcel offers exceptional privacy with both sunrise and sunset views. Features include a sandy beach, a cut-in boat basin with deep-water channel access, 2 ramps for launching pleasure watercraft, a resort-style pool, a concrete pier, aquarium-like waters with crystal-clear blue tones, and a sandy bay bottom teeming with marine life. The existing 4BD/2BA concrete residence provides instant enjoyment and valuable building rights, allowing you to create a custom waterfront retreat without waiting for a Monroe County ROGO allocation. A rare opportunity for a family compound or legacy estate in one of the Upper Keys' most unique bayfront settings. 36 Sunset Rd, Key Largo
$2,345,000 Ocean views, deepwater dockage, dock is being replaced with a lift 6/26, 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 6/26, 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
$2,888,000 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
$689,000 Home Sweet Home. Tucked beneath a canopy of tropical trees in the quiet Key Largo community of Pirates Cove, this charming island cottage is a place to slow down, create, and reconnect with nature. Set on an expansive 15,890-square-foot property, the home feels like a private botanical garden, where winding pathways, native plantings, and secluded outdoor spaces invite peaceful mornings and unhurried afternoons. Less than 500 feet from the salt waters of Florida Bay, the private community beach offers a place to swim, launch a kayak or paddleboard, and end the day with breathtaking Florida Keys sunsets. It is a neighborhood where life naturally unfolds outdoors. Inside, vaulted ceiling, impact windows and doors. The inviting island-inspired interior and bedroom that opens to its own garden patio create a comfortable and intimate living space. The screened porch, open courtyard, fire pit, and multiple outdoor gathering areas offer endless places to read, paint, write, entertain friends, or simply listen to the breeze through the palms. The oversized property provides room to dream, with space for a pool, artist's studio, guest cottage, garage, boat storage, or future expansion. Brick paver walkways, an outdoor shower, storage, and a dedicated laundry room add convenience while preserving the home's relaxed character. Pirates Cove is one of Key Largo's hidden gems, offering a voluntary neighborhood boat ramp and easy access to Florida Bay for boating, fishing, and exploring the backcountry waters, all while being just minutes from local restaurants, shops, and everyday conveniences. Whether you are an artist seeking inspiration, a nature lover searching for tranquility, or simply someone who appreciates the charm of a smaller home with an extraordinary sense of place, 13 Pirates Drive offers a rare opportunity to embrace the authentic, laid-back spirit of the Florida Keys. 1 Beds ⋅ 2 Baths ⋅ 618777 MLS Home Sweet Home. Tucked beneath a canopy of tropical trees in the quiet Key Largo community of Pirates Cove, this charming island cottage is a place to slow down, create, and reconnect with nature. Set on an expansive 15,890-square-foot property, the home feels like a private botanical garden, where winding pathways, native plantings, and secluded outdoor spaces invite peaceful mornings and unhurried afternoons. Less than 500 feet from the salt waters of Florida Bay, the private community beach offers a place to swim, launch a kayak or paddleboard, and end the day with breathtaking Florida Keys sunsets. It is a neighborhood where life naturally unfolds outdoors. Inside, vaulted ceiling, impact windows and doors. The inviting island-inspired interior and bedroom that opens to its own garden patio create a comfortable and intimate living space. The screened porch, open courtyard, fire pit, and multiple outdoor gathering areas offer endless places to read, paint, write, entertain friends, or simply listen to the breeze through the palms. The oversized property provides room to dream, with space for a pool, artist's studio, guest cottage, garage, boat storage, or future expansion. Brick paver walkways, an outdoor shower, storage, and a dedicated laundry room add convenience while preserving the home's relaxed character. Pirates Cove is one of Key Largo's hidden gems, offering a voluntary neighborhood boat ramp and easy access to Florida Bay for boating, fishing, and exploring the backcountry waters, all while being just minutes from local restaurants, shops, and everyday conveniences. Whether you are an artist seeking inspiration, a nature lover searching for tranquility, or simply someone who appreciates the charm of a smaller home with an extraordinary sense of place, 13 Pirates Drive offers a rare opportunity to embrace the authentic, laid-back spirit of the Florida Keys. 13 Pirates Dr, Key Largo