$515,000 Five miles from Duval Street, priced below $425/sq ft, this is one of the best-value three-bedroom, three-bath homes available in the Key West area today. Tucked inside Harbor Shores on Stock Island, this home features 1,222 square feet of living space that works. Vaulted ceilings, granite countertops, central AC, and two rear bedrooms large enough for king beds. The stick-built Florida room addition gives you extra living space. Harbor Shores is a waterfront community with a private boat ramp and available dock rentals. For boaters, this is the kind of access that's getting harder to find at this price point. Stock Island offers marinas, restaurants, and the creative energy of a community that's authentically Keys without the Old Town price tag. 3 Beds ⋅ 3 Baths ⋅ 619863 MLS Five miles from Duval Street, priced below $425/sq ft, this is one of the best-value three-bedroom, three-bath homes available in the Key West area today. Tucked inside Harbor Shores on Stock Island, this home features 1,222 square feet of living space that works. Vaulted ceilings, granite countertops, central AC, and two rear bedrooms large enough for king beds. The stick-built Florida room addition gives you extra living space. Harbor Shores is a waterfront community with a private boat ramp and available dock rentals. For boaters, this is the kind of access that's getting harder to find at this price point. Stock Island offers marinas, restaurants, and the creative energy of a community that's authentically Keys without the Old Town price tag. 6800 Maloney Ave Unit 13, Key West
$315,000 Investment Opportunity in the Heart of Marathon. This Half Duplex has Two Bedrooms and One Bathroom and a small back yard with a shed. Brand new central air. Ample parking in the front and side yards. Long time Tenants in place. Other Half Duplex in the front is also offered for Sale. MLS #619860 2 Beds ⋅ 1 Baths ⋅ 619861 MLS Investment Opportunity in the Heart of Marathon. This Half Duplex has Two Bedrooms and One Bathroom and a small back yard with a shed. Brand new central air. Ample parking in the front and side yards. Long time Tenants in place. Other Half Duplex in the front is also offered for Sale. MLS #619860 252 66th St, Marathon
$295,000 Investment Opportunity in the Heart of Marathon. This Half Duplex has Two Bedrooms and One Bathroom. Ample parking in the front yard. Long time Tenants in place. Other Half Duplex in the back is also offered for Sale. MLS #619861 2 Beds ⋅ 1 Baths ⋅ 619860 MLS Investment Opportunity in the Heart of Marathon. This Half Duplex has Two Bedrooms and One Bathroom. Ample parking in the front yard. Long time Tenants in place. Other Half Duplex in the back is also offered for Sale. MLS #619861 250 66th St, Marathon
$849,900 Welcome to island living in the highly sought-after Key West Golf Club community! This beautifully maintained home at 34 Golf Club Drive offers the perfect blend of comfort, upgrades, and convenience in a gated neighborhood just minutes from Old Town Key West. This light-filled home features an open-concept living area with soaring ceilings, luxury vinyl plank flooring, and sliding glass doors that bring the outdoors in. The updated kitchen offers quartz countertops, white cabinetry, stainless steel appliances, and a functional layout ideal for entertaining or everyday living. Thoughtful upgrades include impact windows on the front and back of the home, hurricane shutters for major entrances and side windows, spray foam insulation in the crawl space, and a newer air handler installed approximately five years ago. A new rear fence and gate provide direct access to the golf course, while peaceful views of the 5th and 6th holes and lagoon create a relaxing island atmosphere. The upstairs bedrooms feature beautiful vaulted ceilings, adding charm and an airy feel throughout the upper level. Outdoor spaces are surrounded by mature tropical landscaping, perfect for relaxing or entertaining. Additional highlights include a termite guarantee already in place for added peace of mind and an assumable VA loan with an exceptionally low 1.99% interest rate. Non-military buyers may also qualify to assume the loan if the property will be used as their primary residence, subject to lender approval and VA guidelines. Residents of the Key West Golf Club community enjoy access to resort-style amenities including two pools, a fitness center, gated security, and beautifully maintained grounds. Whether you're searching for a primary residence, second home, or investment opportunity, this property captures the essence of easy Key West living. Tenant until 5/31/26 24 hour notice needed 3 Beds ⋅ 2 Baths ⋅ 619859 MLS Welcome to island living in the highly sought-after Key West Golf Club community! This beautifully maintained home at 34 Golf Club Drive offers the perfect blend of comfort, upgrades, and convenience in a gated neighborhood just minutes from Old Town Key West. This light-filled home features an open-concept living area with soaring ceilings, luxury vinyl plank flooring, and sliding glass doors that bring the outdoors in. The updated kitchen offers quartz countertops, white cabinetry, stainless steel appliances, and a functional layout ideal for entertaining or everyday living. Thoughtful upgrades include impact windows on the front and back of the home, hurricane shutters for major entrances and side windows, spray foam insulation in the crawl space, and a newer air handler installed approximately five years ago. A new rear fence and gate provide direct access to the golf course, while peaceful views of the 5th and 6th holes and lagoon create a relaxing island atmosphere. The upstairs bedrooms feature beautiful vaulted ceilings, adding charm and an airy feel throughout the upper level. Outdoor spaces are surrounded by mature tropical landscaping, perfect for relaxing or entertaining. Additional highlights include a termite guarantee already in place for added peace of mind and an assumable VA loan with an exceptionally low 1.99% interest rate. Non-military buyers may also qualify to assume the loan if the property will be used as their primary residence, subject to lender approval and VA guidelines. Residents of the Key West Golf Club community enjoy access to resort-style amenities including two pools, a fitness center, gated security, and beautifully maintained grounds. Whether you're searching for a primary residence, second home, or investment opportunity, this property captures the essence of easy Key West living. Tenant until 5/31/26 24 hour notice needed 34 Golf Club Dr, Key West
$799,000 Oceanside Elegance Awaits - Your Ultimate Waterfront Retreat Discover an unparalleled waterfront escape with this brand-new Luxury Canal-front Platinum RV Lot 2, thoughtfully designed to accommodate RVs of all sizes. This premium lot boasts an expansive Tiki Hut, adorned with custom handcrafted wooden cabinets and modern Trex decking, creating an inviting outdoor sanctuary. Indulge in top-tier amenities, including a full-size refrigerator, oversized flat-screen TV, ceiling fans, ample lighting, and multiple outlets--all designed for effortless comfort. The brand-new aluminum outdoor decking features cutting-edge cooling technology, ensuring a refreshingly cool surface even on the sunniest days. Relax in style on the newly appointed wicker furniture, complete with chaise lounges and an elegant dining set, perfect for alfresco gatherings. Your private retreat extends to a dedicated dock, enhanced with ambient lighting, a convenient spraying station, and a hose, making it ideal for securing your boat or jet skis before setting off on a day of aquatic adventures.Encircled by lush tropical landscaping, this lot offers a serene, private oasis where you can unwind in the gentle ocean breeze and witness breathtaking sunsets that create lasting memories. With high rental demand, this property is not just a dream getaway but also a lucrative investment opportunity. Your coastal sanctuary awaits-embrace the luxury lifestyle you deserve! 619855 MLS Oceanside Elegance Awaits - Your Ultimate Waterfront Retreat Discover an unparalleled waterfront escape with this brand-new Luxury Canal-front Platinum RV Lot 2, thoughtfully designed to accommodate RVs of all sizes. This premium lot boasts an expansive Tiki Hut, adorned with custom handcrafted wooden cabinets and modern Trex decking, creating an inviting outdoor sanctuary. Indulge in top-tier amenities, including a full-size refrigerator, oversized flat-screen TV, ceiling fans, ample lighting, and multiple outlets--all designed for effortless comfort. The brand-new aluminum outdoor decking features cutting-edge cooling technology, ensuring a refreshingly cool surface even on the sunniest days. Relax in style on the newly appointed wicker furniture, complete with chaise lounges and an elegant dining set, perfect for alfresco gatherings. Your private retreat extends to a dedicated dock, enhanced with ambient lighting, a convenient spraying station, and a hose, making it ideal for securing your boat or jet skis before setting off on a day of aquatic adventures.Encircled by lush tropical landscaping, this lot offers a serene, private oasis where you can unwind in the gentle ocean breeze and witness breathtaking sunsets that create lasting memories. With high rental demand, this property is not just a dream getaway but also a lucrative investment opportunity. Your coastal sanctuary awaits-embrace the luxury lifestyle you deserve! 2950 Overseas Hwy Unit # 2, Saddle Bunch
$2,200,000 High visibility fully equipped restaurant and market available for sale. Includes Real Estate, all furnishings, fixtures, and equipment (FF&E.) Property provides ample parking for 135 seat restaurant currently with an SFS Liquor License. Well established location known by locals and visitors alike. Multi-faceted operation with 2,762 sq ft containing high quality dining, fresh seafood market, and tiki bar. Business added the 700 sq ft of open deck for extra seating and liquor license in 2022. Business is not operating currently but property is turnkey and ready to start serving immediately for the right Buyer. . Real Estate consists of 3 +/- acres, 11,761 sq ft of which is a corner lot including improvement and 60 +/- linear feet on US 1, with Signage and centrally located in Marathon's main commerce bubble. The remaining 2.73 acres is deemed environmentally sensitive. 619852 MLS High visibility fully equipped restaurant and market available for sale. Includes Real Estate, all furnishings, fixtures, and equipment (FF&E.) Property provides ample parking for 135 seat restaurant currently with an SFS Liquor License. Well established location known by locals and visitors alike. Multi-faceted operation with 2,762 sq ft containing high quality dining, fresh seafood market, and tiki bar. Business added the 700 sq ft of open deck for extra seating and liquor license in 2022. Business is not operating currently but property is turnkey and ready to start serving immediately for the right Buyer. . Real Estate consists of 3 +/- acres, 11,761 sq ft of which is a corner lot including improvement and 60 +/- linear feet on US 1, with Signage and centrally located in Marathon's main commerce bubble. The remaining 2.73 acres is deemed environmentally sensitive. 6950 Overseas Hwy, Marathon
$1,199,000 Experience all that Islamorada has to offer from this stunning home that was constructed in 2020. This two-story residence offers 3 spacious bedrooms and 2 full bathrooms on the ground floor. The second floor has a large great room - ideal for a home office, second living room, playroom, or media space--adding extra versatility to the layout. Additionally, there is another full bathroom upstairs. Step into an open-concept main living area with numerous windows to let in the natural light. Easy to clean tile throughout. The heart of the home is a modern kitchen featuring a large island, custom cabinetry, and premium finishes--perfect for entertaining and everyday living. The spacious side and backyard provide ample space for trailers, boats, or a future pool, making it perfect for outdoor enthusiasts. Speaking of pool, there is a current, valid pool permit that has been issued for the property and can be transferred to the next owner. This home is located just minutes from the ocean, marinas, shopping, and dining. It is zoned for highly rated Coral Shores High School. This home offers the rare opportunity to own an almost new, move-in-ready property in the Upper Keys. Don't wait--schedule your private showing today and make this modern island retreat your forever home! 3 Beds ⋅ 3 Baths ⋅ 619848 MLS Experience all that Islamorada has to offer from this stunning home that was constructed in 2020. This two-story residence offers 3 spacious bedrooms and 2 full bathrooms on the ground floor. The second floor has a large great room - ideal for a home office, second living room, playroom, or media space--adding extra versatility to the layout. Additionally, there is another full bathroom upstairs. Step into an open-concept main living area with numerous windows to let in the natural light. Easy to clean tile throughout. The heart of the home is a modern kitchen featuring a large island, custom cabinetry, and premium finishes--perfect for entertaining and everyday living. The spacious side and backyard provide ample space for trailers, boats, or a future pool, making it perfect for outdoor enthusiasts. Speaking of pool, there is a current, valid pool permit that has been issued for the property and can be transferred to the next owner. This home is located just minutes from the ocean, marinas, shopping, and dining. It is zoned for highly rated Coral Shores High School. This home offers the rare opportunity to own an almost new, move-in-ready property in the Upper Keys. Don't wait--schedule your private showing today and make this modern island retreat your forever home! 143 N Hammock Rd, Islamorada
$2,495,000 Build Tomorrow. No Waiting. Permit In Hand. Rare doesn't begin to describe it. This oceanfront lot in Buccaneer Point -- one of the Upper Keys' most coveted addresses -- is ready to build now. The ROGO process is complete and a Monroe County Bldg Permit is in hand, eliminating years of uncertainty and putting your dream home within reach the moment you close. 5 Bedrooms, 5.5 Bathrooms - 4,778sqft 619846 MLS Build Tomorrow. No Waiting. Permit In Hand. Rare doesn't begin to describe it. This oceanfront lot in Buccaneer Point -- one of the Upper Keys' most coveted addresses -- is ready to build now. The ROGO process is complete and a Monroe County Bldg Permit is in hand, eliminating years of uncertainty and putting your dream home within reach the moment you close. 5 Bedrooms, 5.5 Bathrooms - 4,778sqft 116 N Bounty Ln, Key Largo
$599,500 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
$3,750,000 Morning Glory - The Dolphin House is one of those rare oceanfront sanctuaries where time softens, stress fades, and every sunrise feels like it was created just for you. Welcome to Morning Glory - The Dolphin House. There are homes you visit... and there are homes you feel the moment you arrive. Perfectly positioned on an oversized direct oceanfront lot, this extraordinary 4-bedroom, 3.5-bathroom residence with 2,478 square feet invites you into a lifestyle many dream about--but few ever experience. As you step inside, you are greeted by tasteful coastal elegance, natural light, and sweeping blue-water views that instantly quiet the mind. Every room feels intentional, warm, and beautifully curated. The décor blends sophistication with comfort, creating a space where luxury feels effortless. Imagine waking each morning in your private suite as the first golden light rises over the Atlantic. Open your eyes to endless turquoise water, soft breezes, and the promise of another perfect day. Walk onto the expansive veranda with your morning coffee, where the sunrise slowly paints the sky. In the evening, the moonrise becomes your private show--silver light dancing across the water while the world grows still. Outside, the experience becomes unforgettable. Spend afternoons floating in the pool beneath swaying palms. Gather friends and family for waterfront dining as laughter mixes with the ocean breeze. Slip into the hammock with soft music and your favorite book. End the night beside the fire pit with a warm drink, toasted marshmallows, and stories under a sky full of stars. This is more than a beautiful home. It is where memories are created. Where families reconnect. Where success is celebrated. Where peace returns. For the buyer who has worked hard and now wants to truly live well, Morning Glory - The Dolphin House is not just a property. This is more than a beautiful oceanfront home. It is where memories are created. Where families reconnect. Where success is celebrated. Where peace returns. For the buyer who has worked hard and is ready to live well, truly, Morning Glory - The Dolphin House is not just a property. It is a reward. It is a retreat. It is a lifestyle. It is your chance to own a piece of oceanfront paradise. 4 Beds ⋅ 4 Baths ⋅ 619842 MLS Morning Glory - The Dolphin House is one of those rare oceanfront sanctuaries where time softens, stress fades, and every sunrise feels like it was created just for you. Welcome to Morning Glory - The Dolphin House. There are homes you visit... and there are homes you feel the moment you arrive. Perfectly positioned on an oversized direct oceanfront lot, this extraordinary 4-bedroom, 3.5-bathroom residence with 2,478 square feet invites you into a lifestyle many dream about--but few ever experience. As you step inside, you are greeted by tasteful coastal elegance, natural light, and sweeping blue-water views that instantly quiet the mind. Every room feels intentional, warm, and beautifully curated. The décor blends sophistication with comfort, creating a space where luxury feels effortless. Imagine waking each morning in your private suite as the first golden light rises over the Atlantic. Open your eyes to endless turquoise water, soft breezes, and the promise of another perfect day. Walk onto the expansive veranda with your morning coffee, where the sunrise slowly paints the sky. In the evening, the moonrise becomes your private show--silver light dancing across the water while the world grows still. Outside, the experience becomes unforgettable. Spend afternoons floating in the pool beneath swaying palms. Gather friends and family for waterfront dining as laughter mixes with the ocean breeze. Slip into the hammock with soft music and your favorite book. End the night beside the fire pit with a warm drink, toasted marshmallows, and stories under a sky full of stars. This is more than a beautiful home. It is where memories are created. Where families reconnect. Where success is celebrated. Where peace returns. For the buyer who has worked hard and now wants to truly live well, Morning Glory - The Dolphin House is not just a property. This is more than a beautiful oceanfront home. It is where memories are created. Where families reconnect. Where success is celebrated. Where peace returns. For the buyer who has worked hard and is ready to live well, truly, Morning Glory - The Dolphin House is not just a property. It is a reward. It is a retreat. It is a lifestyle. It is your chance to own a piece of oceanfront paradise. 17387 E Dolphin St, Sugarloaf
$869,000 Seller Welcomes Offers! Tucked away on a quiet dead-end street in Big Pine Key, this beautifully updated 2-bedroom, 2-bath canal-front home offers the perfect blend of modern comfort and relaxed island living. Thoughtfully renovated throughout, the home features updated flooring, stylishly remodeled bathrooms, a sleek contemporary kitchen, fresh exterior paint, and upgraded decking and screening, creating a truly turnkey island retreat. The spacious screened porch extends the living area outdoors, providing an inviting setting to relax, entertain, and enjoy the gentle island breezes year-round. Outside, unwind along the canal and take advantage of the durable composite dock with quick boating access to Pine Channel--perfect for fishing excursions, waterfront dining by boat, or unforgettable sunset cruises. Whether you're searching for a full-time residence, seasonal escape, or weekend getaway, this exceptional property captures the charm, tranquility, and effortless lifestyle that make the Florida Keys so desirable. 2 Beds ⋅ 2 Baths ⋅ 619841 MLS Seller Welcomes Offers! Tucked away on a quiet dead-end street in Big Pine Key, this beautifully updated 2-bedroom, 2-bath canal-front home offers the perfect blend of modern comfort and relaxed island living. Thoughtfully renovated throughout, the home features updated flooring, stylishly remodeled bathrooms, a sleek contemporary kitchen, fresh exterior paint, and upgraded decking and screening, creating a truly turnkey island retreat. The spacious screened porch extends the living area outdoors, providing an inviting setting to relax, entertain, and enjoy the gentle island breezes year-round. Outside, unwind along the canal and take advantage of the durable composite dock with quick boating access to Pine Channel--perfect for fishing excursions, waterfront dining by boat, or unforgettable sunset cruises. Whether you're searching for a full-time residence, seasonal escape, or weekend getaway, this exceptional property captures the charm, tranquility, and effortless lifestyle that make the Florida Keys so desirable. 3674 S Seas St, Big Pine
$575,000 Seize the ultimate Florida Keys lifestyle and an exceptional investment opportunity with this beautiful canal-front townhome located in the highly sought-after Village at Hawks Cay Resort on Duck Key. This 2-bedroom, 2-bathroom waterfront villa offers 900 square feet of bright, open-concept living space perfectly designed for relaxation and entertaining. Upstairs, you will find brand-new luxury vinyl plank flooring that adds a modern, elegant touch to the spacious bedrooms. One of the most valuable features of this property is that daily rentals are allowed, which adds significant value to the villa! Whether you choose to rent this villa privately or participate in the resort's rental program, it offers tremendous income potential. Please note that owners and guests may enjoy the exclusive amenities of Hawks Cay Resort by participating in the official resort management program. Step outside to your own private courtyard, the perfect oasis for enjoying warm tropical breezes, complete with a spa splash pool and privacy wall for the ultimate in backyard relaxation. When enrolled in the resort program, you can easily walk to top-tier amenities, including the restaurant, the spa, tennis courts, and the large family pool. Situated on a 1,180-square-foot lot, this low-maintenance property provides the perfect balance of a personal island escape and a high-yielding investment. Experience the ease of world-class resort living and the beauty of the Florida Keys all in one place. Do not miss your chance to invest in paradise! **The townhouse right next door is also available for sale (7006 Harbor Village Dr, MLS # 619932), offering a rare opportunity to own side-by-side properties in the community.** 2 Beds ⋅ 2 Baths ⋅ 619840 MLS Seize the ultimate Florida Keys lifestyle and an exceptional investment opportunity with this beautiful canal-front townhome located in the highly sought-after Village at Hawks Cay Resort on Duck Key. This 2-bedroom, 2-bathroom waterfront villa offers 900 square feet of bright, open-concept living space perfectly designed for relaxation and entertaining. Upstairs, you will find brand-new luxury vinyl plank flooring that adds a modern, elegant touch to the spacious bedrooms. One of the most valuable features of this property is that daily rentals are allowed, which adds significant value to the villa! Whether you choose to rent this villa privately or participate in the resort's rental program, it offers tremendous income potential. Please note that owners and guests may enjoy the exclusive amenities of Hawks Cay Resort by participating in the official resort management program. Step outside to your own private courtyard, the perfect oasis for enjoying warm tropical breezes, complete with a spa splash pool and privacy wall for the ultimate in backyard relaxation. When enrolled in the resort program, you can easily walk to top-tier amenities, including the restaurant, the spa, tennis courts, and the large family pool. Situated on a 1,180-square-foot lot, this low-maintenance property provides the perfect balance of a personal island escape and a high-yielding investment. Experience the ease of world-class resort living and the beauty of the Florida Keys all in one place. Do not miss your chance to invest in paradise! **The townhouse right next door is also available for sale (7006 Harbor Village Dr, MLS # 619932), offering a rare opportunity to own side-by-side properties in the community.** 7005 Harbor Village Dr, Duck Key
$1,198,000 Winston Waterway canal front house. Large corner lot with enough room for 2 davits ; metal roof; 3 bed 2.5 bath and a loft with wet bar with a den. 3 Beds ⋅ 3 Baths ⋅ 619838 MLS Winston Waterway canal front house. Large corner lot with enough room for 2 davits ; metal roof; 3 bed 2.5 bath and a loft with wet bar with a den. 100 3rd Ln, Key Largo
$2,150,000 A rare opportunity to own a fully renovated waterfront home that delivers both the Florida Keys lifestyle and exceptional investment potential. Offering five legal bedrooms, three legal bathrooms, and seven-day vacation rentals, this turnkey property presents projected rental income of up to $170,000 annually (per pro forma), making it equally appealing as a primary residence, second home, or income-producing investment. Located on a deep-water canal with approximately 75 feet of concrete dockage, a boat lift, fish-cleaning station, and private pool, you'll enjoy quick, easy access to the Gulf and the Atlantic through Vaca Cut--putting world-class fishing, sandbars, waterfront restaurants, and open water just minutes from your dock. Inside, the home has been completely reimagined with designer finishes throughout. An open-concept floor plan, beautifully renovated kitchen and baths, and light-filled living spaces create a sophisticated yet relaxed coastal retreat that's ready to enjoy from day one. With generous parking for vehicles and trailers, ample outdoor entertaining space, and one of Marathon's most desirable boating locations, this property offers a rare combination of luxury, convenience, and strong income potential. Whether you're looking for a high-performing vacation rental or your own private piece of the Florida Keys, this home delivers the best of both. 5 Beds ⋅ 3 Baths ⋅ 619837 MLS A rare opportunity to own a fully renovated waterfront home that delivers both the Florida Keys lifestyle and exceptional investment potential. Offering five legal bedrooms, three legal bathrooms, and seven-day vacation rentals, this turnkey property presents projected rental income of up to $170,000 annually (per pro forma), making it equally appealing as a primary residence, second home, or income-producing investment. Located on a deep-water canal with approximately 75 feet of concrete dockage, a boat lift, fish-cleaning station, and private pool, you'll enjoy quick, easy access to the Gulf and the Atlantic through Vaca Cut--putting world-class fishing, sandbars, waterfront restaurants, and open water just minutes from your dock. Inside, the home has been completely reimagined with designer finishes throughout. An open-concept floor plan, beautifully renovated kitchen and baths, and light-filled living spaces create a sophisticated yet relaxed coastal retreat that's ready to enjoy from day one. With generous parking for vehicles and trailers, ample outdoor entertaining space, and one of Marathon's most desirable boating locations, this property offers a rare combination of luxury, convenience, and strong income potential. Whether you're looking for a high-performing vacation rental or your own private piece of the Florida Keys, this home delivers the best of both. 112 Bruce Ct, Marathon
$450,000 Affordable Living in the Florida Keys Has Arrived! Welcome to this charming 2-bedroom, 2-bathroom home offering comfortable living space, an open-concept layout, and inviting outdoor areas perfect for dining, entertaining, or simply enjoying our beautiful Florida Keys lifestyle. Step inside to a bright and open living room and kitchen just off the front entry. Both bedrooms are privately situated toward the back of the home. The Primary bedroom includes direct access to the backyard area, an ensuite bathroom with walk-in shower, and plenty of closet/storage space. Qualified buyers may have the opportunity to assume the current mortgage, VA and FHA buyers this home is a must see. Additional highlights include ample parking, a great neighborhood, and a convenient location just minutes from Bay View Park, Baby's Coffee, the famous Sugar Shark Market, and NAS Key West on Boca Chica. Come see this home now, at this price, this one will not last long!! 2 Beds ⋅ 2 Baths ⋅ 619836 MLS Affordable Living in the Florida Keys Has Arrived! Welcome to this charming 2-bedroom, 2-bathroom home offering comfortable living space, an open-concept layout, and inviting outdoor areas perfect for dining, entertaining, or simply enjoying our beautiful Florida Keys lifestyle. Step inside to a bright and open living room and kitchen just off the front entry. Both bedrooms are privately situated toward the back of the home. The Primary bedroom includes direct access to the backyard area, an ensuite bathroom with walk-in shower, and plenty of closet/storage space. Qualified buyers may have the opportunity to assume the current mortgage, VA and FHA buyers this home is a must see. Additional highlights include ample parking, a great neighborhood, and a convenient location just minutes from Bay View Park, Baby's Coffee, the famous Sugar Shark Market, and NAS Key West on Boca Chica. Come see this home now, at this price, this one will not last long!! 4 Coral Dr, Saddle Bunch
$1,399,000 Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete block residence offers 1,434 square feet of refined coastal living, enhanced by rich wooden ceilings that add warmth, character, and timeless island charm. The open living spaces flow effortlessly to the screened porch overlooking the canal -- the ideal setting for morning coffee, sunset cocktails, or unwinding after a day on the water. Designed with both comfort and functionality in mind, the property features a new metal roof, covered parking, fenced grounds, and a spacious downstairs utility/workshop area perfect for boating gear, paddleboards, fishing equipment, or hobbies. Perfectly positioned on a canal in the Lower Keys with easy boating access, Rooftop Retreat captures the essence of waterfront living with unforgettable ocean vistas and an inviting coastal atmosphere. Whether you're searching for a private island getaway, a second home, or an exceptional investment opportunity, this property delivers the very best of the Keys lifestyle. 3 Beds ⋅ 2 Baths ⋅ 619835 MLS Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete block residence offers 1,434 square feet of refined coastal living, enhanced by rich wooden ceilings that add warmth, character, and timeless island charm. The open living spaces flow effortlessly to the screened porch overlooking the canal -- the ideal setting for morning coffee, sunset cocktails, or unwinding after a day on the water. Designed with both comfort and functionality in mind, the property features a new metal roof, covered parking, fenced grounds, and a spacious downstairs utility/workshop area perfect for boating gear, paddleboards, fishing equipment, or hobbies. Perfectly positioned on a canal in the Lower Keys with easy boating access, Rooftop Retreat captures the essence of waterfront living with unforgettable ocean vistas and an inviting coastal atmosphere. Whether you're searching for a private island getaway, a second home, or an exceptional investment opportunity, this property delivers the very best of the Keys lifestyle. 22939 Gasparilla Ln, Cudjoe
$872,500 Looking for bay views, space, resort-style amenities, and strong investment potential? This direct gulf-front 3-bedroom, 2.5-bath townhome at Tranquility Bay Resort checks all the boxes. Set on open bay waters in the heart of Marathon, it offers unobstructed views and a proven rental history--making it ideal as both a personal getaway and income-producing property. Enjoy sweeping water views from the main living area and private waterfront porch--perfect for coffee at sunrise or sunset cocktails. Sold fully furnished and turnkey, it's ready for immediate use or continued success in the resort's rental program. The main level features an open living and dining space, a well-equipped kitchen, half bath, and direct access to the balcony. Upstairs, the primary suite overlooks the bay with its own private balcony and ensuite bath. Two additional bedrooms, a full bath, and in-unit laundry provide plenty of space for guests. Tranquility Bay Resort offers two pools, a sandy beach, watersports, Butterfly Café, a beachfront tiki bar, and more. With a prime Marathon location and strong demand, this is a standout opportunity for both lifestyle and return. Call today! 3 Beds ⋅ 3 Baths ⋅ 619830 MLS Looking for bay views, space, resort-style amenities, and strong investment potential? This direct gulf-front 3-bedroom, 2.5-bath townhome at Tranquility Bay Resort checks all the boxes. Set on open bay waters in the heart of Marathon, it offers unobstructed views and a proven rental history--making it ideal as both a personal getaway and income-producing property. Enjoy sweeping water views from the main living area and private waterfront porch--perfect for coffee at sunrise or sunset cocktails. Sold fully furnished and turnkey, it's ready for immediate use or continued success in the resort's rental program. The main level features an open living and dining space, a well-equipped kitchen, half bath, and direct access to the balcony. Upstairs, the primary suite overlooks the bay with its own private balcony and ensuite bath. Two additional bedrooms, a full bath, and in-unit laundry provide plenty of space for guests. Tranquility Bay Resort offers two pools, a sandy beach, watersports, Butterfly Café, a beachfront tiki bar, and more. With a prime Marathon location and strong demand, this is a standout opportunity for both lifestyle and return. Call today! 2600 Overseas Highway Unit 85, Marathon
$885,000 Looking for bay views, space, resort-style amenities, and excellent investment potential? This is the one! Rarely available DIRECT GULF FRONT corner townhome at Tranquility Bay Resort offering the perfect blend of luxury, tranquility, and income-producing opportunity in the heart of the Florida Keys. Ideally situated on the quiet northern end of the resort, this 3-bedroom, 2.5-bath residence enjoys breathtaking open Gulf views, additional natural light from its corner location, and frontage along a private Gulf-side lagoon teeming with marine life. Peacefully tucked away while still just a short walk to the pool, beach, and all of the resort's amenities, this location offers both privacy and convenience. Offered fully furnished and turnkey, the home is ready for immediate enjoyment or continued vacation rental income. The spacious main level features an open-concept living and dining area, fully equipped kitchen, half bath, and waterfront balcony. Upstairs, the primary suite offers an ensuite bath and private Gulf-front balcony with stunning sunset views, while two guest bedrooms, a full bath, and laundry area complete the second floor. Tranquility Bay Resort is one of the Florida Keys' premier vacation destinations, featuring two resort pools, sandy beach, waterfront tiki bar, award-winning Butterfly Café, watersports, putting greens, and lush tropical grounds. With proven rental history and outstanding resort amenities, this is a rare opportunity to own a premier waterfront townhome in one of Marathon's most sought-after resorts. Priced to sell - call today! 3 Beds ⋅ 3 Baths ⋅ 619831 MLS Looking for bay views, space, resort-style amenities, and excellent investment potential? This is the one! Rarely available DIRECT GULF FRONT corner townhome at Tranquility Bay Resort offering the perfect blend of luxury, tranquility, and income-producing opportunity in the heart of the Florida Keys. Ideally situated on the quiet northern end of the resort, this 3-bedroom, 2.5-bath residence enjoys breathtaking open Gulf views, additional natural light from its corner location, and frontage along a private Gulf-side lagoon teeming with marine life. Peacefully tucked away while still just a short walk to the pool, beach, and all of the resort's amenities, this location offers both privacy and convenience. Offered fully furnished and turnkey, the home is ready for immediate enjoyment or continued vacation rental income. The spacious main level features an open-concept living and dining area, fully equipped kitchen, half bath, and waterfront balcony. Upstairs, the primary suite offers an ensuite bath and private Gulf-front balcony with stunning sunset views, while two guest bedrooms, a full bath, and laundry area complete the second floor. Tranquility Bay Resort is one of the Florida Keys' premier vacation destinations, featuring two resort pools, sandy beach, waterfront tiki bar, award-winning Butterfly Café, watersports, putting greens, and lush tropical grounds. With proven rental history and outstanding resort amenities, this is a rare opportunity to own a premier waterfront townhome in one of Marathon's most sought-after resorts. Priced to sell - call today! 2600 Overseas Highway Unit 87, Marathon
$40,000,000 A rare dual-offering on coveted Millionaire's Row in Tavernier, this extraordinary oceanfront compound spans over multiple acres across two parcels-delivering an unmatched combination of scale, privacy, and future development flexibility in the Florida Keys. At 88845, a newly constructed 8,200SF estate sets a new standard for modern coastal luxury. Thoughtfully designed for both grand entertaining and private retreat, the residence offers 5 bedrooms, 6 full baths & 2 half baths, complemented by a dedicated office, control room, mudroom, and expansive 3-car garage with climate-controlled workshop. Interior finishes are curated at the highest level, including white diamond marble, teak wood flooring, custom millwork & a vapor fireplace, while a full-home sound system, elevator & advanced mechanical infrastructure provide seamless functionality. The chef's kitchen is equipped with top-tier Wolf, SubZero, & Cove appliances, dual dishwashers, farmhouse sinks, refrigerated drawers, wine storage & custom mahogany countertops-designed to accommodate both everyday living and large-scale entertaining. Outdoor living is equally impressive, anchored by a 120-foot resort-style pool with integrated spa, heating & chilling systems, & full smart control. A fully equipped summer kitchen, cabana bath, & multiple covered terraces create a true waterfront lifestyle experience. With 480 feet of water frontage, the protected basin offers exceptional boating capabilities, including 90 feet of dockage & room to expand, a 20,000lb lift, boat ramp & deep-water access. The adjacent parcel at 88835 provides over 3 acres of additional opportunity featuring a renovated 3-bedroom residence completed in 2022, with a transferable TDR allowing for the development of a substantially larger primary home. The property also includes a buildable lot & natural hammock buffer for added privacy. Together, these two properties present a generational opportunity to own a one of a kind waterfront compound. 8 Beds ⋅ 11 Baths ⋅ 619826 MLS A rare dual-offering on coveted Millionaire's Row in Tavernier, this extraordinary oceanfront compound spans over multiple acres across two parcels-delivering an unmatched combination of scale, privacy, and future development flexibility in the Florida Keys. At 88845, a newly constructed 8,200SF estate sets a new standard for modern coastal luxury. Thoughtfully designed for both grand entertaining and private retreat, the residence offers 5 bedrooms, 6 full baths & 2 half baths, complemented by a dedicated office, control room, mudroom, and expansive 3-car garage with climate-controlled workshop. Interior finishes are curated at the highest level, including white diamond marble, teak wood flooring, custom millwork & a vapor fireplace, while a full-home sound system, elevator & advanced mechanical infrastructure provide seamless functionality. The chef's kitchen is equipped with top-tier Wolf, SubZero, & Cove appliances, dual dishwashers, farmhouse sinks, refrigerated drawers, wine storage & custom mahogany countertops-designed to accommodate both everyday living and large-scale entertaining. Outdoor living is equally impressive, anchored by a 120-foot resort-style pool with integrated spa, heating & chilling systems, & full smart control. A fully equipped summer kitchen, cabana bath, & multiple covered terraces create a true waterfront lifestyle experience. With 480 feet of water frontage, the protected basin offers exceptional boating capabilities, including 90 feet of dockage & room to expand, a 20,000lb lift, boat ramp & deep-water access. The adjacent parcel at 88835 provides over 3 acres of additional opportunity featuring a renovated 3-bedroom residence completed in 2022, with a transferable TDR allowing for the development of a substantially larger primary home. The property also includes a buildable lot & natural hammock buffer for added privacy. Together, these two properties present a generational opportunity to own a one of a kind waterfront compound. 88835 & 88845 Old Hwy, Tavernier
$27,000,000 Set on over 2 acres along prestigious Millionaire's Row in Tavernier, this newly constructed oceanfront estate represents a rare convergence of scale, design, and functionality in the Upper Florida Keys. Encompassing 8,200 square feet of interior living space and over 16,000 square feet total, the residence is thoughtfully designed to accommodate both elevated everyday living and large-scale entertaining.The home features 5 bedrooms, 6 full baths, and 2 half baths, with all bedrooms offering en suite accommodations, custom closet build-outs, and refined finishes throughout. Additional interior spaces include a dedicated office, control room, mud room, and laundry room, providing both comfort and operational efficiency. A private elevator, whole-home sound system, and advanced mechanical infrastructure--including 600-amp service, multiple electrical panels, and five independent AC zones--underscore the property's level of detail and performance. Interior finishes are curated with a modern coastal aesthetic, highlighted by white diamond marble and teak wood flooring & a custom steel roof. The chef's kitchen is outfitted with top-tier Wolf, SubZero, and Cove appliances, including a 60-inch range, dual dishwashers, farmhouse sinks, and custom mahogany countertops--designed to seamlessly blend form and function. Outdoor living is equally exceptional, with 240 feet of oceanfront, anchored by a 120-foot resort-style pool, complete with multiple heating and chilling systems, a gas-heated spa, and full smart control. A fully equipped summer kitchen, cabana bath, and multiple covered entertaining areas create a true indoor-outdoor lifestyle experience. Additional highlights include a 3-car garage and fully equipped workshop with air conditioning, utilities, security systems, and custom lighting. The property is also zoned for weekly rentals, presenting a compelling opportunity for both personal enjoyment and income potential. 5 Beds ⋅ 8 Baths ⋅ 619825 MLS Set on over 2 acres along prestigious Millionaire's Row in Tavernier, this newly constructed oceanfront estate represents a rare convergence of scale, design, and functionality in the Upper Florida Keys. Encompassing 8,200 square feet of interior living space and over 16,000 square feet total, the residence is thoughtfully designed to accommodate both elevated everyday living and large-scale entertaining.The home features 5 bedrooms, 6 full baths, and 2 half baths, with all bedrooms offering en suite accommodations, custom closet build-outs, and refined finishes throughout. Additional interior spaces include a dedicated office, control room, mud room, and laundry room, providing both comfort and operational efficiency. A private elevator, whole-home sound system, and advanced mechanical infrastructure--including 600-amp service, multiple electrical panels, and five independent AC zones--underscore the property's level of detail and performance. Interior finishes are curated with a modern coastal aesthetic, highlighted by white diamond marble and teak wood flooring & a custom steel roof. The chef's kitchen is outfitted with top-tier Wolf, SubZero, and Cove appliances, including a 60-inch range, dual dishwashers, farmhouse sinks, and custom mahogany countertops--designed to seamlessly blend form and function. Outdoor living is equally exceptional, with 240 feet of oceanfront, anchored by a 120-foot resort-style pool, complete with multiple heating and chilling systems, a gas-heated spa, and full smart control. A fully equipped summer kitchen, cabana bath, and multiple covered entertaining areas create a true indoor-outdoor lifestyle experience. Additional highlights include a 3-car garage and fully equipped workshop with air conditioning, utilities, security systems, and custom lighting. The property is also zoned for weekly rentals, presenting a compelling opportunity for both personal enjoyment and income potential. 88845 Old Hwy, Tavernier
$15,000,000 An exceptional opportunity on coveted Millionaire's Row in Tavernier, 88835 Old Highway offers over 3 acres of oceanfront property paired with a rare additional acre featuring a protected boat basin--delivering a unique blend of privacy, usability, and future potential in the Upper Keys. Completed in 2022, the existing 3-bedroom, 3 bath residence spans approximately 1,500 square feet and is thoughtfully designed with impact windows and doors, hardwood flooring, a steel metal roof, and a well-appointed kitchen featuring Viking appliances. Outdoor living is enhanced by shell stone porch flooring, covered parking, and professionally designed landscaping with turf for low-maintenance coastal living. The property is comprised of three distinct parcels, including a buildable lot (Lot 2A), the current homesite (Lot 2), and a natural hammock parcel (Lot 3A) that serves as a permanent privacy buffer from the road, preserving the integrity and seclusion of the estate. A highly valuable feature of this offering is the inclusion & rare opportunity to create a custom waterfront compound tailored to your vision, while maintaining immediate livability. With direct access to a private boat basin and expansive acreage rarely found in the Keys, 88835 Old Highway represents a compelling combination of current enjoyment, future development flexibility, and long-term value in one of the area's most desirable waterfront corridors. 3 Beds ⋅ 3 Baths ⋅ 619824 MLS An exceptional opportunity on coveted Millionaire's Row in Tavernier, 88835 Old Highway offers over 3 acres of oceanfront property paired with a rare additional acre featuring a protected boat basin--delivering a unique blend of privacy, usability, and future potential in the Upper Keys. Completed in 2022, the existing 3-bedroom, 3 bath residence spans approximately 1,500 square feet and is thoughtfully designed with impact windows and doors, hardwood flooring, a steel metal roof, and a well-appointed kitchen featuring Viking appliances. Outdoor living is enhanced by shell stone porch flooring, covered parking, and professionally designed landscaping with turf for low-maintenance coastal living. The property is comprised of three distinct parcels, including a buildable lot (Lot 2A), the current homesite (Lot 2), and a natural hammock parcel (Lot 3A) that serves as a permanent privacy buffer from the road, preserving the integrity and seclusion of the estate. A highly valuable feature of this offering is the inclusion & rare opportunity to create a custom waterfront compound tailored to your vision, while maintaining immediate livability. With direct access to a private boat basin and expansive acreage rarely found in the Keys, 88835 Old Highway represents a compelling combination of current enjoyment, future development flexibility, and long-term value in one of the area's most desirable waterfront corridors. 88835 Old Hwy, Tavernier
$1,055,000 Accessibility elevator! Welcome to your Lower Keys retreat where comfort, and coastal living come together beautifully along with the convenience of an interior elevator. Situated on the desirable boating canal system of Pine Channel Estates, this 3 bedroom, 2 bath home is designed for those who appreciate the water based lifestyle. Inside, soaring vaulted ceilings create an open and airy atmosphere throughout the home, while the interior elevator offers effortless and/or handicap access and convenience. Expansive living spaces flow seamlessly onto a large screened deck and two additional open-air decks off of the canal side bedrooms, all perfectly positioned to capture peaceful canal views. Elevated above flood and built to withstand severe weather conditions with impact resistant windows and metal roof. For boating enthusiasts, this property is truly exceptional. Featuring two boat docks and a 12,000-pound boat lift, you'll enjoy quick and easy access to the ocean and gulf side right from your backyard. Whether you're heading out for a day on the boat, entertaining guests outdoors, or simply relaxing in the coastal breeze, this home delivers the ultimate waterfront lifestyle. **Handicap accessible with interior elevator shaft ~ Sewer assessment is paid in full ~ Fire & Liability (homeowners) insurance $2,318.30** 3 Beds ⋅ 2 Baths ⋅ 619820 MLS Accessibility elevator! Welcome to your Lower Keys retreat where comfort, and coastal living come together beautifully along with the convenience of an interior elevator. Situated on the desirable boating canal system of Pine Channel Estates, this 3 bedroom, 2 bath home is designed for those who appreciate the water based lifestyle. Inside, soaring vaulted ceilings create an open and airy atmosphere throughout the home, while the interior elevator offers effortless and/or handicap access and convenience. Expansive living spaces flow seamlessly onto a large screened deck and two additional open-air decks off of the canal side bedrooms, all perfectly positioned to capture peaceful canal views. Elevated above flood and built to withstand severe weather conditions with impact resistant windows and metal roof. For boating enthusiasts, this property is truly exceptional. Featuring two boat docks and a 12,000-pound boat lift, you'll enjoy quick and easy access to the ocean and gulf side right from your backyard. Whether you're heading out for a day on the boat, entertaining guests outdoors, or simply relaxing in the coastal breeze, this home delivers the ultimate waterfront lifestyle. **Handicap accessible with interior elevator shaft ~ Sewer assessment is paid in full ~ Fire & Liability (homeowners) insurance $2,318.30** 29555 Enterprise Ave, Big Pine
$225,000 Price Repositioned! Rare opportunity to own a 38' dock slip in the private gated marina at Manatee Bay Club, ideally located near the Miami-Dade and Monroe County line. Enjoy the convenience of being less than an hour from downtown Miami while still having direct access to the Florida Keys boating lifestyle. This protected marina offers convenient access to both the Intracoastal Waterway and the Atlantic Ocean and is recognized locally as a desirable hurricane-safe harbor. Slip C13 can accommodate vessels up to approximately 36' overall length, allowing for recommended clearance at each end. Features include approximately 4'-5' draft at the slip, aluminum dock construction, water hookup, and metered electric service. 25ft. Deeded upland area, Private tiki hut, Dock box/storage, Two dedicated parking spaces The marina's brackish water environment is easier on vessels and helps minimize bottom growth. Community amenities include Sandy beach area, Boat ramp, Swimming pool, Hot tub, Showers and restrooms, laundry facilities, Ice machine, On-site marina staff and maintained grounds Ownership includes access to marina facilities, grounds maintenance, water, and sewage service. LIVEABOARD use is permitted. * Submerged vessel currently onsite; vessel to be removed prior to or upon closing. Photos depict potential boat slip condition and may not reflect the current presence of the submerged vessel. 619819 MLS Price Repositioned! Rare opportunity to own a 38' dock slip in the private gated marina at Manatee Bay Club, ideally located near the Miami-Dade and Monroe County line. Enjoy the convenience of being less than an hour from downtown Miami while still having direct access to the Florida Keys boating lifestyle. This protected marina offers convenient access to both the Intracoastal Waterway and the Atlantic Ocean and is recognized locally as a desirable hurricane-safe harbor. Slip C13 can accommodate vessels up to approximately 36' overall length, allowing for recommended clearance at each end. Features include approximately 4'-5' draft at the slip, aluminum dock construction, water hookup, and metered electric service. 25ft. Deeded upland area, Private tiki hut, Dock box/storage, Two dedicated parking spaces The marina's brackish water environment is easier on vessels and helps minimize bottom growth. Community amenities include Sandy beach area, Boat ramp, Swimming pool, Hot tub, Showers and restrooms, laundry facilities, Ice machine, On-site marina staff and maintained grounds Ownership includes access to marina facilities, grounds maintenance, water, and sewage service. LIVEABOARD use is permitted. * Submerged vessel currently onsite; vessel to be removed prior to or upon closing. Photos depict potential boat slip condition and may not reflect the current presence of the submerged vessel. 100 Morris Ln Unit C13, Key Largo
$535,000 Double Lot Property with plenty of room to roam. Charming, quaint and inviting best describes this 2-bedroom, 2-bath home offering two spacious lots, 10,000 sf offering endless possibilities for island living and future potential. Designed with a desirable split-bedroom floor plan, the home provides comfort and privacy while embracing the relaxed Keys lifestyle. Move-in ready. Enjoy your morning coffee or evening cocktails from the shaded front porch overlooking the expansive grassy yard filled with lush tropical and native landscaping, creating a peaceful setting to enjoy the beauty of nature year-round. The oversized property offers plenty of parking for cars, boats, RVs, and all your recreational toys. Conveniently located near the entrance of Key Largo, this home provides an easy commute to the mainland and nearby airports while still allowing you to enjoy the laid-back island atmosphere. Whether you are searching for your Florida Keys starter home, weekend getaway, investment opportunity, or envision future development possibilities on one or both lots, this unique property offers incredible flexibility and potential. 2 Beds ⋅ 2 Baths ⋅ 619818 MLS Double Lot Property with plenty of room to roam. Charming, quaint and inviting best describes this 2-bedroom, 2-bath home offering two spacious lots, 10,000 sf offering endless possibilities for island living and future potential. Designed with a desirable split-bedroom floor plan, the home provides comfort and privacy while embracing the relaxed Keys lifestyle. Move-in ready. Enjoy your morning coffee or evening cocktails from the shaded front porch overlooking the expansive grassy yard filled with lush tropical and native landscaping, creating a peaceful setting to enjoy the beauty of nature year-round. The oversized property offers plenty of parking for cars, boats, RVs, and all your recreational toys. Conveniently located near the entrance of Key Largo, this home provides an easy commute to the mainland and nearby airports while still allowing you to enjoy the laid-back island atmosphere. Whether you are searching for your Florida Keys starter home, weekend getaway, investment opportunity, or envision future development possibilities on one or both lots, this unique property offers incredible flexibility and potential. 917 Plantation Rd, Key Largo
$13,000,000 Discover Turtle Crawl, the ultimate private sanctuary on the shimmering shores of Long Key -- a rare gated oceanfront estate encompassing nearly one acre of pristine tropical beauty and a powdery white-sand beach. This exclusive 5-bedroom, 5-bath residence invites you to embrace a lifestyle defined by serenity, wellness, and effortless connection to the sea. Spanning over 5,000 square feet of elevated concrete construction, the home captures breathtaking panoramic Atlantic views from nearly every room. Soaring cathedral ceilings and an open-concept design create a sense of boundless space, bathed in natural light. Four spacious bedrooms on the main level offer refined comfort, while the second-floor entertainment lounge and widow's walk reveal mesmerizing vistas of both the Ocean and Gulf -- a true testament to the beauty of the Keys. Outdoors, your private resort oasis awaits. A 40-foot resort-style pool glistens amidst swaying palms, framed by an expansive covered veranda perfect for alfresco dining, yoga at sunrise, or sunset cocktails by the sea. Begin your morning with gentle stretches on the sand as the ocean breeze flows around you, or indulge in a private seaside massage beneath the palms for the ultimate relaxation. The soft, white-sand beach invites laughter and family fun -- building sandcastles, paddleboarding together, or exploring the turquoise waters from your private dock with a 16,000 lb lift and 4-ft draft. Perfectly positioned between Islamorada and Marathon, this Long Key jewel offers the rare combination of tranquility and convenience. Whether hosting a sunset soirée, sharing quality time with loved ones, or escaping into a moment of stillness by the sea, Turtle Crawl embodies the ultimate Florida Keys lifestyle -- luxurious, rejuvenating, and deeply connected to nature. Experience the essence of oceanfront living in the heart of the Florida Keys. Call to arrange your private showing! 5 Beds ⋅ 5 Baths ⋅ 619817 MLS Discover Turtle Crawl, the ultimate private sanctuary on the shimmering shores of Long Key -- a rare gated oceanfront estate encompassing nearly one acre of pristine tropical beauty and a powdery white-sand beach. This exclusive 5-bedroom, 5-bath residence invites you to embrace a lifestyle defined by serenity, wellness, and effortless connection to the sea. Spanning over 5,000 square feet of elevated concrete construction, the home captures breathtaking panoramic Atlantic views from nearly every room. Soaring cathedral ceilings and an open-concept design create a sense of boundless space, bathed in natural light. Four spacious bedrooms on the main level offer refined comfort, while the second-floor entertainment lounge and widow's walk reveal mesmerizing vistas of both the Ocean and Gulf -- a true testament to the beauty of the Keys. Outdoors, your private resort oasis awaits. A 40-foot resort-style pool glistens amidst swaying palms, framed by an expansive covered veranda perfect for alfresco dining, yoga at sunrise, or sunset cocktails by the sea. Begin your morning with gentle stretches on the sand as the ocean breeze flows around you, or indulge in a private seaside massage beneath the palms for the ultimate relaxation. The soft, white-sand beach invites laughter and family fun -- building sandcastles, paddleboarding together, or exploring the turquoise waters from your private dock with a 16,000 lb lift and 4-ft draft. Perfectly positioned between Islamorada and Marathon, this Long Key jewel offers the rare combination of tranquility and convenience. Whether hosting a sunset soirée, sharing quality time with loved ones, or escaping into a moment of stillness by the sea, Turtle Crawl embodies the ultimate Florida Keys lifestyle -- luxurious, rejuvenating, and deeply connected to nature. Experience the essence of oceanfront living in the heart of the Florida Keys. Call to arrange your private showing! 65760 Overseas Hwy, Layton
$3,600,000 Discover modern island luxury at 119 Simonton Street, a premier end-unit townhouse nestled within the exclusive gated community of Old Town Villas. Built in 2018 and spanning a generous 2,691 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior features new white oak flooring that leads you through an open-concept living space. The kitchen is a true standout, boasting elegant granite countertops and a custom kitchen island--a unique feature in the community. For the ultimate convenience, a private elevator services all four floors of the home, transporting you from the air-conditioned two-car garage to the spectacular rooftop terrace where you can view daily sunrises over the Historic Key West Marina and sunsets over Mallory Square, both a very short walk away. The top floor features a rare full bathroom and a flexible bonus room ideal for a home office or guest suite. Whether you're mixing drinks at the custom wet bar or lounging on the terrace, this level serves as the ultimate private retreat for taking in breathtaking panoramic views. Peace of mind is built into the architecture with full impact-rated windows and doors and a durable metal roof, ensuring the home is as secure as it is beautiful. The third floor has two primary bedrooms featuring large walk-in closets and balconies. The lifestyle offered here is unparalleled, situated just one block off the vibrant energy of Duval Street. You are steps away from the island's best dining and boutiques, yet you can retreat instantly to the quiet security of a gated community. Spend your afternoons lounging by the large tropical community pool and cabana area, enjoying a level of comfort and convenience unsurpassed in the heart of Old Town. With a rare two-car garage and an unbeatable location, this residence captures the very best of the Florida Keys lifestyle. 4 Beds ⋅ 4 Baths ⋅ 619812 MLS Discover modern island luxury at 119 Simonton Street, a premier end-unit townhouse nestled within the exclusive gated community of Old Town Villas. Built in 2018 and spanning a generous 2,691 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior features new white oak flooring that leads you through an open-concept living space. The kitchen is a true standout, boasting elegant granite countertops and a custom kitchen island--a unique feature in the community. For the ultimate convenience, a private elevator services all four floors of the home, transporting you from the air-conditioned two-car garage to the spectacular rooftop terrace where you can view daily sunrises over the Historic Key West Marina and sunsets over Mallory Square, both a very short walk away. The top floor features a rare full bathroom and a flexible bonus room ideal for a home office or guest suite. Whether you're mixing drinks at the custom wet bar or lounging on the terrace, this level serves as the ultimate private retreat for taking in breathtaking panoramic views. Peace of mind is built into the architecture with full impact-rated windows and doors and a durable metal roof, ensuring the home is as secure as it is beautiful. The third floor has two primary bedrooms featuring large walk-in closets and balconies. The lifestyle offered here is unparalleled, situated just one block off the vibrant energy of Duval Street. You are steps away from the island's best dining and boutiques, yet you can retreat instantly to the quiet security of a gated community. Spend your afternoons lounging by the large tropical community pool and cabana area, enjoying a level of comfort and convenience unsurpassed in the heart of Old Town. With a rare two-car garage and an unbeatable location, this residence captures the very best of the Florida Keys lifestyle. 119 Simonton St, Key West
$729,000 **Brand new** 2025 Forest River RV in OVERSIZED Corner Lot (45' x 50' Deep), w/ 43' Dock- 15k Lb Boat Lift. 3 bedrooms, 1.5 bathrooms (2 full size mattresses, 1 King mattress, 1 queen mattress, & sleeper sofa Sectional). Aluminum Insulated Roof and Shed for storage. Quartz Waterfall Countertop, dimmable Interior LED Blade Lighting, SS appliances: Refrigerator w/Ice Maker, Gas Range, Gas Oven, and microwave. Kitchen Sink with Soap Dispenser & Waterfall Feature. Soft-Close Drawers. Vinyl Flooring Throughout. 2 Electric Fireplaces. 55' Hideaway Lift TV in Living Room. JBL Interior/Exterior Speaker System. Motorized Shades in Living Area, Manual Shades in Bedrooms. Central Vacuum System. On-Demand Tankless Water Heater. (3) 15K BTU A/C Units w/ separate Thermostats. Golf cart is negotiable!! New raised deck with outdoor kitchen behind the shed; both are covered with a roof. Cover over the slide out, pavers and a shirt around the trailer. 3 Beds ⋅ 2 Baths ⋅ 619808 MLS **Brand new** 2025 Forest River RV in OVERSIZED Corner Lot (45' x 50' Deep), w/ 43' Dock- 15k Lb Boat Lift. 3 bedrooms, 1.5 bathrooms (2 full size mattresses, 1 King mattress, 1 queen mattress, & sleeper sofa Sectional). Aluminum Insulated Roof and Shed for storage. Quartz Waterfall Countertop, dimmable Interior LED Blade Lighting, SS appliances: Refrigerator w/Ice Maker, Gas Range, Gas Oven, and microwave. Kitchen Sink with Soap Dispenser & Waterfall Feature. Soft-Close Drawers. Vinyl Flooring Throughout. 2 Electric Fireplaces. 55' Hideaway Lift TV in Living Room. JBL Interior/Exterior Speaker System. Motorized Shades in Living Area, Manual Shades in Bedrooms. Central Vacuum System. On-Demand Tankless Water Heater. (3) 15K BTU A/C Units w/ separate Thermostats. Golf cart is negotiable!! New raised deck with outdoor kitchen behind the shed; both are covered with a roof. Cover over the slide out, pavers and a shirt around the trailer. 325 Calusa St Unit # 301, Key Largo
$348,000 Move-in ready townhouse located in the heart of Islamorada! This 2-bedroom, 1.5-bath home has been well maintained and features impact windows and doors, fresh interior paint, a metal roof in 2024, newer AC, upgraded electrical throughout and a washer and dryer in the unit. The galley kitchen provides ample cabinet space, induction stove top, dishwasher and pantry. Enjoy convenient access to the community pool right from your backdoor, and a designated parking spot directly in front of the unit. Plantation Villas is an ideal entry point into the Islamorada market--perfect as a primary residence or vacation getaway. Centrally located near schools, restaurants, shops, and grocery stores. Just a couple of miles south, Founders Park offers a wide range of amenities including an Olympic-size pool, tennis, pickleball, basketball courts, ball fields, a boat ramp, beach, and regular community events. 2 Beds ⋅ 2 Baths ⋅ 619809 MLS Move-in ready townhouse located in the heart of Islamorada! This 2-bedroom, 1.5-bath home has been well maintained and features impact windows and doors, fresh interior paint, a metal roof in 2024, newer AC, upgraded electrical throughout and a washer and dryer in the unit. The galley kitchen provides ample cabinet space, induction stove top, dishwasher and pantry. Enjoy convenient access to the community pool right from your backdoor, and a designated parking spot directly in front of the unit. Plantation Villas is an ideal entry point into the Islamorada market--perfect as a primary residence or vacation getaway. Centrally located near schools, restaurants, shops, and grocery stores. Just a couple of miles south, Founders Park offers a wide range of amenities including an Olympic-size pool, tennis, pickleball, basketball courts, ball fields, a boat ramp, beach, and regular community events. 40 High Point Rd Unit 402, Tavernier
$417,000 Own Your Own Piece of Paradise in Key Largo! Welcome to your slice of the Florida Keys, located in a desirable private, gated community in beautiful Key Largo. This amenity-rich neighborhood offers everything you need for both relaxation and recreation, including 24-hour security, a private boat ramp, children's park, basketball courts, tennis courts, racquetball and pickleball courts, laundry rooms and a community pool One of the standout features of this community is that it is among the few in Key Largo that allow short-term rentals, making this property not only a personal getaway but also an excellent income-producing investment opportunity. Situated on a desirable corner lot, this property includes a 2022 Forest River Grand Lodge featuring 1 bedroom, 1 bathroom, and two upstairs lofts, providing ample space for guests. The lot is large enough to accommodate all your toys, a large boat and jet ski-perfect for enjoying the Keys lifestyle. Additional highlights include: • Washer and dryer • Shed • Access to a recreation hall available for private events and gatherings Whether you're looking for a vacation home, an investment property, or both, this is a rare opportunity to own in one of Key Largo's most sought-after communities. 1 Beds ⋅ 1 Baths ⋅ 619807 MLS Own Your Own Piece of Paradise in Key Largo! Welcome to your slice of the Florida Keys, located in a desirable private, gated community in beautiful Key Largo. This amenity-rich neighborhood offers everything you need for both relaxation and recreation, including 24-hour security, a private boat ramp, children's park, basketball courts, tennis courts, racquetball and pickleball courts, laundry rooms and a community pool One of the standout features of this community is that it is among the few in Key Largo that allow short-term rentals, making this property not only a personal getaway but also an excellent income-producing investment opportunity. Situated on a desirable corner lot, this property includes a 2022 Forest River Grand Lodge featuring 1 bedroom, 1 bathroom, and two upstairs lofts, providing ample space for guests. The lot is large enough to accommodate all your toys, a large boat and jet ski-perfect for enjoying the Keys lifestyle. Additional highlights include: • Washer and dryer • Shed • Access to a recreation hall available for private events and gatherings Whether you're looking for a vacation home, an investment property, or both, this is a rare opportunity to own in one of Key Largo's most sought-after communities. 325 Calusa St Unit # 345, Key Largo
$815,000 Beautiful *2024 Clayton Park Model * 1 bedroom & oversized loft, 1 full bathroom, living room with sleeper sofa, Dining area and full kitchen with brand new SS appliances. 2 mini-split A/C units, Full-size washer & dryer. Electric water heater, private lot, Custom aluminum patio with concrete pad, fits a 30 ft. boat onsite, 36 ft. seawall + floating Jet Ski dock, Outdoor spa, shower, and full kitchen/bar setup, vinyl fencing for privacy, Professionally installed outdoor lighting for ambiance, Gated with 24/7 security, Basketball, tennis & pickleball courts, Children's playground, Marina & boat ramp, Swimming pool with cabanas, Recreation hall & boat storage, Onsite food truck, ice & propane sales, Regular community events. Daily/long-term rentals OK. Low HOA $172 Monthly. 1 Beds ⋅ 1 Baths ⋅ 619805 MLS Beautiful *2024 Clayton Park Model * 1 bedroom & oversized loft, 1 full bathroom, living room with sleeper sofa, Dining area and full kitchen with brand new SS appliances. 2 mini-split A/C units, Full-size washer & dryer. Electric water heater, private lot, Custom aluminum patio with concrete pad, fits a 30 ft. boat onsite, 36 ft. seawall + floating Jet Ski dock, Outdoor spa, shower, and full kitchen/bar setup, vinyl fencing for privacy, Professionally installed outdoor lighting for ambiance, Gated with 24/7 security, Basketball, tennis & pickleball courts, Children's playground, Marina & boat ramp, Swimming pool with cabanas, Recreation hall & boat storage, Onsite food truck, ice & propane sales, Regular community events. Daily/long-term rentals OK. Low HOA $172 Monthly. 325 Calusa St Unit 302, Key Largo