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Discover the perfect blend of transient investment potential and coastal charm on Atlantic Boulevard. Just steps from the beach, this exceptional property offers a truly enchanting lifestyle with a distinctive boho-coastal aesthetic. The Atlantis House featuring five bedrooms and four bathrooms across three thoughtfully curated living spaces, this one-of-a-kind compound combines character, comfort, and style with an exciting opportunity for transient rental income. The primary residence is an exquisite 3-BR/2-BA monthly rental boasting a light-filled, open-concept floor plan for effortless island entertaining. You are welcomed into a mosaic-tiled foyer featuring whimsical swinging hammock chairs and a charming custom scooter coffee bar, flowing into spacious living areas adorned with timeless terrazzo floors. The heart of the home is a true gourmet kitchen, featuring a large island, pristine white quartz countertops, and separate Sub-Zero refrigerator and freezer. The main level offers two luxurious bedrooms opening to a beautifully landscaped fenced yard with a bistro patio. A spiral staircase leads upstairs to a third bedroom--a spectacular oasis with open water views. This level features dual sliding doors opening onto a magical, Trex rooftop terrace with a dining pergola and views of the Atlantic. It is the perfect perch to watch the sunrise with coffee in hand and return for the sunset. Around the corner are two detached, transient-licensed 1BR/1BA guest suites with dedicated parking. Both offer tasteful decor and private access to a backyard oasis with a large shared deck shaded by towering palms. Live the ultimate Key West lifestyle, a stone's throw from launching your kayak at the beach and a one-minute walk from the iconic White Street Pier. The Atlantis House conveys with its own house-made Atlantis Key Lime Pie recipe, passed from the former owner to the new owner, a tradition carried for more than 30 years. A one-of-a-kind treasure!

5 Beds ⋅ 4 Baths ⋅ 621477 MLS

Discover the perfect blend of transient investment potential and coastal charm on Atlantic Boulevard. Just steps from the beach, this exceptional property offers a truly enchanting lifestyle with a distinctive boho-coastal aesthetic. The Atlantis House featuring five bedrooms and four bathrooms across three thoughtfully curated living spaces, this one-of-a-kind compound combines character, comfort, and style with an exciting opportunity for transient rental income. The primary residence is an exquisite 3-BR/2-BA monthly rental boasting a light-filled, open-concept floor plan for effortless island entertaining. You are welcomed into a mosaic-tiled foyer featuring whimsical swinging hammock chairs and a charming custom scooter coffee bar, flowing into spacious living areas adorned with timeless terrazzo floors. The heart of the home is a true gourmet kitchen, featuring a large island, pristine white quartz countertops, and separate Sub-Zero refrigerator and freezer. The main level offers two luxurious bedrooms opening to a beautifully landscaped fenced yard with a bistro patio. A spiral staircase leads upstairs to a third bedroom--a spectacular oasis with open water views. This level features dual sliding doors opening onto a magical, Trex rooftop terrace with a dining pergola and views of the Atlantic. It is the perfect perch to watch the sunrise with coffee in hand and return for the sunset. Around the corner are two detached, transient-licensed 1BR/1BA guest suites with dedicated parking. Both offer tasteful decor and private access to a backyard oasis with a large shared deck shaded by towering palms. Live the ultimate Key West lifestyle, a stone's throw from launching your kayak at the beach and a one-minute walk from the iconic White Street Pier. The Atlantis House conveys with its own house-made Atlantis Key Lime Pie recipe, passed from the former owner to the new owner, a tradition carried for more than 30 years. A one-of-a-kind treasure!

1401 Atlantic Blvd, Key West

$3,400,000

Discover the perfect blend of transient investment potential and coastal charm on Atlantic Boulevard. Just steps from the beach, this exceptional property offers a truly enchanting lifestyle with a distinctive boho-coastal aesthetic. The Atlantis House featuring five bedrooms and four bathrooms across three thoughtfully curated living spaces, this one-of-a-kind compound combines character, comfort, and style with an exciting opportunity for transient rental income. The primary residence is an exquisite 3-BR/2-BA monthly rental boasting a light-filled, open-concept floor plan for effortless island entertaining. You are welcomed into a mosaic-tiled foyer featuring whimsical swinging hammock chairs and a charming custom scooter coffee bar, flowing into spacious living areas adorned with timeless terrazzo floors. The heart of the home is a true gourmet kitchen, featuring a large island, pristine white quartz countertops, and separate Sub-Zero refrigerator and freezer. The main level offers two luxurious bedrooms opening to a beautifully landscaped fenced yard with a bistro patio. A spiral staircase leads upstairs to a third bedroom--a spectacular oasis with open water views. This level features dual sliding doors opening onto a magical, Trex rooftop terrace with a dining pergola and views of the Atlantic. It is the perfect perch to watch the sunrise with coffee in hand and return for the sunset. Around the corner are two detached, transient-licensed 1BR/1BA guest suites with dedicated parking. Both offer tasteful decor and private access to a backyard oasis with a large shared deck shaded by towering palms. Live the ultimate Key West lifestyle, a stone's throw from launching your kayak at the beach and a one-minute walk from the iconic White Street Pier. The Atlantis House conveys with its own house-made Atlantis Key Lime Pie recipe, passed from the former owner to the new owner, a tradition carried for more than 30 years. A one-of-a-kind treasure!

5 Beds ⋅ 4 Baths ⋅ 621476 MLS

Discover the perfect blend of transient investment potential and coastal charm on Atlantic Boulevard. Just steps from the beach, this exceptional property offers a truly enchanting lifestyle with a distinctive boho-coastal aesthetic. The Atlantis House featuring five bedrooms and four bathrooms across three thoughtfully curated living spaces, this one-of-a-kind compound combines character, comfort, and style with an exciting opportunity for transient rental income. The primary residence is an exquisite 3-BR/2-BA monthly rental boasting a light-filled, open-concept floor plan for effortless island entertaining. You are welcomed into a mosaic-tiled foyer featuring whimsical swinging hammock chairs and a charming custom scooter coffee bar, flowing into spacious living areas adorned with timeless terrazzo floors. The heart of the home is a true gourmet kitchen, featuring a large island, pristine white quartz countertops, and separate Sub-Zero refrigerator and freezer. The main level offers two luxurious bedrooms opening to a beautifully landscaped fenced yard with a bistro patio. A spiral staircase leads upstairs to a third bedroom--a spectacular oasis with open water views. This level features dual sliding doors opening onto a magical, Trex rooftop terrace with a dining pergola and views of the Atlantic. It is the perfect perch to watch the sunrise with coffee in hand and return for the sunset. Around the corner are two detached, transient-licensed 1BR/1BA guest suites with dedicated parking. Both offer tasteful decor and private access to a backyard oasis with a large shared deck shaded by towering palms. Live the ultimate Key West lifestyle, a stone's throw from launching your kayak at the beach and a one-minute walk from the iconic White Street Pier. The Atlantis House conveys with its own house-made Atlantis Key Lime Pie recipe, passed from the former owner to the new owner, a tradition carried for more than 30 years. A one-of-a-kind treasure!

1401 Atlantic Blvd, Key West

$3,400,000

Located within the quiet, gated security of Old Town Villas, this 3-bedroom, 3-bathroom townhome offers a sophisticated, low-maintenance island retreat just one block off of Duval St. Built in 2017, with solid concrete construction, this exceptional residence blends contemporary elegance with a thoughtfully designed layout that maximizes privacy, comfort, and functionality. Stepping inside, the interior is highlighted by beautiful tile flooring that runs seamlessly throughout. The main level features an open-concept layout with a spacious living room and chef's kitchen complete with stainless steel appliances and granite peninsula offering abundant prep space and casual seating. Just off the kitchen, a flexible-use room can serve as a dining area or private bedroom suite, complete with its own ensuite bathroom. A hallmark of this property is the extensive amount of premium, custom-built cabinetry and shelving installed throughout by the California Closets, offering unparalleled storage and organization. For effortless luxury, a private elevator services all four levels, transporting you from the two-car garage all the way to the rooftop terrace. The third floor hosts two spacious ensuite bedrooms, each featuring private balconies and large walk-in closets complete with custom organizational systems. The top floor is dedicated to an open living room and office area--a flexible bonus space filled with natural light. Step out from this upper lounge onto the spectacular rooftop terrace, equipped with custom awnings for comfortable shade, designed to capture both sunrise serenity and vibrant sunset views. For total peace of mind, the home features impact-rated windows and doors throughout. Beyond your front door, enjoy the exclusive community amenities, including a large pool and cabana. Conveniently situated near the very best dining and boutiques Key West has to offer, this home delivers the ultimate blend of privacy, location and the coveted Key West lifestyle.

3 Beds ⋅ 3 Baths ⋅ 619959 MLS

Located within the quiet, gated security of Old Town Villas, this 3-bedroom, 3-bathroom townhome offers a sophisticated, low-maintenance island retreat just one block off of Duval St. Built in 2017, with solid concrete construction, this exceptional residence blends contemporary elegance with a thoughtfully designed layout that maximizes privacy, comfort, and functionality. Stepping inside, the interior is highlighted by beautiful tile flooring that runs seamlessly throughout. The main level features an open-concept layout with a spacious living room and chef's kitchen complete with stainless steel appliances and granite peninsula offering abundant prep space and casual seating. Just off the kitchen, a flexible-use room can serve as a dining area or private bedroom suite, complete with its own ensuite bathroom. A hallmark of this property is the extensive amount of premium, custom-built cabinetry and shelving installed throughout by the California Closets, offering unparalleled storage and organization. For effortless luxury, a private elevator services all four levels, transporting you from the two-car garage all the way to the rooftop terrace. The third floor hosts two spacious ensuite bedrooms, each featuring private balconies and large walk-in closets complete with custom organizational systems. The top floor is dedicated to an open living room and office area--a flexible bonus space filled with natural light. Step out from this upper lounge onto the spectacular rooftop terrace, equipped with custom awnings for comfortable shade, designed to capture both sunrise serenity and vibrant sunset views. For total peace of mind, the home features impact-rated windows and doors throughout. Beyond your front door, enjoy the exclusive community amenities, including a large pool and cabana. Conveniently situated near the very best dining and boutiques Key West has to offer, this home delivers the ultimate blend of privacy, location and the coveted Key West lifestyle.

141 Simonton St, Key West

59720 Overseas Highway Unit 10, Marathon

$3,400,000

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

5 Beds ⋅ 5 Baths ⋅ 619897 MLS

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

59720 Overseas Highway Unit 10, Marathon

$3,399,000

An exceptional opportunity to purchase this premier waterfront vacant lot with easy access to the Gulf and Atlantic. Ideally positioned to capture privacy, views, and natural beauty, this luxury vacant lot offers the perfect canvas. Surrounded by upscale muti-million-dollar properties and set within a highly desirable area. This lot combines exclusivity, tranquility, and convenience-an ideal setting. Rare luxury vacant lot. Generous in size and thoughtfully situated, this vacant lot is located on one of the most desirables streets in Key Haven. Enjoy serene surroundings, ample privacy, and close proximity to top-tier amenities, dining, and recreation. A truly special opportunity. Vacant lot is cleared and comes with a professionally built concrete seawall permitted and completed in 2016. In addition is a 10,000 LB professionally installed boat lift by Hurricane Boat Lifts permitted, built, and completed in 2021. This property is being sold as vacant land/lot only. Buyer to verify buildability of a home to their own satisfaction. 25 Ft. Scout Boat is not included in the sale.

618029 MLS

An exceptional opportunity to purchase this premier waterfront vacant lot with easy access to the Gulf and Atlantic. Ideally positioned to capture privacy, views, and natural beauty, this luxury vacant lot offers the perfect canvas. Surrounded by upscale muti-million-dollar properties and set within a highly desirable area. This lot combines exclusivity, tranquility, and convenience-an ideal setting. Rare luxury vacant lot. Generous in size and thoughtfully situated, this vacant lot is located on one of the most desirables streets in Key Haven. Enjoy serene surroundings, ample privacy, and close proximity to top-tier amenities, dining, and recreation. A truly special opportunity. Vacant lot is cleared and comes with a professionally built concrete seawall permitted and completed in 2016. In addition is a 10,000 LB professionally installed boat lift by Hurricane Boat Lifts permitted, built, and completed in 2021. This property is being sold as vacant land/lot only. Buyer to verify buildability of a home to their own satisfaction. 25 Ft. Scout Boat is not included in the sale.

15 Driftwood Dr, Key Haven

$3,398,000

Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout. Marvel at the attention to detail in the updated kitchen featuring a waterfall island and all new stainless steel appliances. Outside, a heated salt pool, equipped with automation and a water feature, invites you to unwind amidst the lush turf and enchanting landscape lighting. Relish in unparalleled privacy with a comprehensive privacy wall and fencing, enhanced by a Mosquito Nix system for a pleasant outdoor experience. Enjoy the added conveniences of a whole-house automatic generator and on-demand gas water heater. Nestled in an environment that offers the best waterfront living, your lifestyle is enhanced by limitless opportunities for boating and fishing--right from your backyard: automatic front gates, circular driveway, and awning-covered parking round out this unparalleled offering. Elevate your life with this matchless blend of luxury and oceanic freedom!

3 Beds ⋅ 4 Baths ⋅ 619475 MLS

Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout. Marvel at the attention to detail in the updated kitchen featuring a waterfall island and all new stainless steel appliances. Outside, a heated salt pool, equipped with automation and a water feature, invites you to unwind amidst the lush turf and enchanting landscape lighting. Relish in unparalleled privacy with a comprehensive privacy wall and fencing, enhanced by a Mosquito Nix system for a pleasant outdoor experience. Enjoy the added conveniences of a whole-house automatic generator and on-demand gas water heater. Nestled in an environment that offers the best waterfront living, your lifestyle is enhanced by limitless opportunities for boating and fishing--right from your backyard: automatic front gates, circular driveway, and awning-covered parking round out this unparalleled offering. Elevate your life with this matchless blend of luxury and oceanic freedom!

3034 Riviera Dr, Key West

$3,395,000

Luxurious waterfront home offering sweeping views of Shelter Bay and 75 feet of deep-water (5 ft) dockage with direct ocean or Gulf access via Vaca Cut, just minutes to open water, a true boater's delight. Custom built by D'Asign Source, this six-bedroom 3.5-bath residence spans over 3,300 square feet and comes fully furnished (with select seller exclusions), making it ideal as a turnkey vacation rental (7 day minimum), second home, or primary residence. Designed in classic South Florida style, the home features soaring ceilings, an open and airy floorplan, abundant natural light, and whitewashed terracotta tile that adds warmth and timeless island character. The spacious kitchen includes granite countertops, stainless steel appliances with a Bosch convection cooktop, and a center island, perfectly suited for entertaining. A flexible sixth bedroom functions beautifully as an office on the second level, part of a private primary retreat that occupies the entire upper floor. Outdoor living is a highlight, with an east-facing backyard, a resort-style pool (resurfaced in 2021) and hot tub, outdoor kitchen, convenient poolside bathroom connects directly to one of the bedrooms (ideal for guest comfort and rental functionality), and lush, easy-care Xeriscaping, perfect for relaxed island evenings. Boaters will also appreciate the step-down dock and concrete seawall rebuilt in 2024, providing unobstructed water access. Additional features consist of a low maintenance brick paver driveway and 2 car garage (new door in 2025). Key Colony Beach is a planned island community known for its mobility, quiet streets, and dedicated city services. Residents enjoy public beaches, a par-3 golf course, marina, tennis and pickleball courts, scenic trails and biking paths. An exceptional opportunity for investors, water lovers, and those seeking a light-filled waterfront home where every detail supports both lifestyle and long-term value.

6 Beds ⋅ 4 Baths ⋅ 618280 MLS

Luxurious waterfront home offering sweeping views of Shelter Bay and 75 feet of deep-water (5 ft) dockage with direct ocean or Gulf access via Vaca Cut, just minutes to open water, a true boater's delight. Custom built by D'Asign Source, this six-bedroom 3.5-bath residence spans over 3,300 square feet and comes fully furnished (with select seller exclusions), making it ideal as a turnkey vacation rental (7 day minimum), second home, or primary residence. Designed in classic South Florida style, the home features soaring ceilings, an open and airy floorplan, abundant natural light, and whitewashed terracotta tile that adds warmth and timeless island character. The spacious kitchen includes granite countertops, stainless steel appliances with a Bosch convection cooktop, and a center island, perfectly suited for entertaining. A flexible sixth bedroom functions beautifully as an office on the second level, part of a private primary retreat that occupies the entire upper floor. Outdoor living is a highlight, with an east-facing backyard, a resort-style pool (resurfaced in 2021) and hot tub, outdoor kitchen, convenient poolside bathroom connects directly to one of the bedrooms (ideal for guest comfort and rental functionality), and lush, easy-care Xeriscaping, perfect for relaxed island evenings. Boaters will also appreciate the step-down dock and concrete seawall rebuilt in 2024, providing unobstructed water access. Additional features consist of a low maintenance brick paver driveway and 2 car garage (new door in 2025). Key Colony Beach is a planned island community known for its mobility, quiet streets, and dedicated city services. Residents enjoy public beaches, a par-3 golf course, marina, tennis and pickleball courts, scenic trails and biking paths. An exceptional opportunity for investors, water lovers, and those seeking a light-filled waterfront home where every detail supports both lifestyle and long-term value.

820 12th St, Key Colony

$3,350,000

Charming oceanfront cottage located in the historic district of Tavernier. This three-bedroom, two-and-a-half-bath residence features vaulted ceilings, French doors, and a white-washed coastal aesthetic that complements its breathtaking setting. Enjoy panoramic, sparkling ocean views and unforgettable sunrises from the expansive open porch spanning the entire oceanside of the home, with access from both the primary suite and a guest bedroom. Additional highlights include deep-water dockage and enclosed ground-level storage—ideal for island living.

3 Beds ⋅ 3 Baths ⋅ 617733 MLS

Charming oceanfront cottage located in the historic district of Tavernier. This three-bedroom, two-and-a-half-bath residence features vaulted ceilings, French doors, and a white-washed coastal aesthetic that complements its breathtaking setting. Enjoy panoramic, sparkling ocean views and unforgettable sunrises from the expansive open porch spanning the entire oceanside of the home, with access from both the primary suite and a guest bedroom. Additional highlights include deep-water dockage and enclosed ground-level storage—ideal for island living.

236 Tarpon St, Tavernier

$3,300,000

Welcome to Sunset Anchorage, a beautifully renovated open-water home in the exclusive gated community of Stirrup Key. Set on an expansive lot and a half, this three-story CBS turnkey home offers exceptional privacy, protected dockage and sweeping Gulf views with spectacular sunsets. Extensively updated, the home features a brand-new kitchen with custom cabinetry, a custom bar, updated flooring, new impact windows and doors, and new A/C units. New Hardie board siding accents the front exterior, adding texture and architectural character. The main level features the primary suite with a newly expanded and completely renovated bathroom. An additional guest bedroom enjoys marina views with a full bath nearby. A newly extended covered back porch off the living and dining rooms offers outdoor seating and dining overlooking the pool and Gulf. Upstairs, a secondary primary suite features a private full bath and walk-out balcony with stunning bay views, while another guest bedroom and half bath also enjoy expansive open-water views. Downstairs, a spacious covered patio and newly built tiki bar create additional entertaining space poolside. The pool has been beautifully re-tiled and refinished with new equipment, including a heater and chiller. A redone waterfront observation deck provides easy kayak access, views over the sandy bay bottom, and a front-row vantage point for spectacular sunsets. Protected dockage is just across the street in Stirrup Key's private marina. Boat slip D41 includes a new concrete walk-out dock and a 15,000-lb boat lift, with instant bay access and quick ocean access via Vaca Cut or Seven Mile Bridge. Additional features include a metal roof, garage, ground-floor storage, a fenced dog run, and mature tropical landscaping highlighted by a grove of gumbo limbo trees. Sunset Anchorage brings together open-water views, protected boating, privacy, and unforgettable Florida Keys waterfront living-offered turnkey and ready to enjoy from day one.

4 Beds ⋅ 4 Baths ⋅ 621321 MLS

Welcome to Sunset Anchorage, a beautifully renovated open-water home in the exclusive gated community of Stirrup Key. Set on an expansive lot and a half, this three-story CBS turnkey home offers exceptional privacy, protected dockage and sweeping Gulf views with spectacular sunsets. Extensively updated, the home features a brand-new kitchen with custom cabinetry, a custom bar, updated flooring, new impact windows and doors, and new A/C units. New Hardie board siding accents the front exterior, adding texture and architectural character. The main level features the primary suite with a newly expanded and completely renovated bathroom. An additional guest bedroom enjoys marina views with a full bath nearby. A newly extended covered back porch off the living and dining rooms offers outdoor seating and dining overlooking the pool and Gulf. Upstairs, a secondary primary suite features a private full bath and walk-out balcony with stunning bay views, while another guest bedroom and half bath also enjoy expansive open-water views. Downstairs, a spacious covered patio and newly built tiki bar create additional entertaining space poolside. The pool has been beautifully re-tiled and refinished with new equipment, including a heater and chiller. A redone waterfront observation deck provides easy kayak access, views over the sandy bay bottom, and a front-row vantage point for spectacular sunsets. Protected dockage is just across the street in Stirrup Key's private marina. Boat slip D41 includes a new concrete walk-out dock and a 15,000-lb boat lift, with instant bay access and quick ocean access via Vaca Cut or Seven Mile Bridge. Additional features include a metal roof, garage, ground-floor storage, a fenced dog run, and mature tropical landscaping highlighted by a grove of gumbo limbo trees. Sunset Anchorage brings together open-water views, protected boating, privacy, and unforgettable Florida Keys waterfront living-offered turnkey and ready to enjoy from day one.

355 Stirrup, Marathon

$3,300,000

Welcome to 214 Eanes Lane, a classic Key West property offering flexibility, character, and exceptional investment potential in a prime Old Town location. Located in an X flood zone, this property offers added peace of mind and potential savings on insurance--an increasingly valuable feature in today's market. This unique property is configured as two separate units, featuring a main two-story residence and a detached guest quarters, with a combined total of 2,573 square feet of living space. The detached unit is separately licensed and equipped with its own electric and water meters, providing true independence and strong income-producing potential. The main home offers a spacious and functional layout designed for island living. The first floor includes multiple living areas, with a generous living room, separate dining space, family room, and a well-appointed kitchen that opens to outdoor patio and deck areas--perfect for entertaining. Upstairs, you'll find three bedrooms, including a primary suite, along with multiple bathrooms and private balconies that capture the charm of Key West. The detached unit provides a private retreat complete with a bedroom, bathroom, kitchenette, and living space--ideal for guests, extended family, or rental income. Additional highlights include off-street parking for two vehicles, a rare and valuable feature in Old Town, as well as inviting outdoor spaces designed for relaxing and entertaining. Whether you're looking for a primary residence with additional income, a second home with flexibility, or a pure investment opportunity, 214 Eanes Lane delivers versatility and value in one of Key West's most sought-after neighborhoods.

4 Beds ⋅ 4 Baths ⋅ 619548 MLS

Welcome to 214 Eanes Lane, a classic Key West property offering flexibility, character, and exceptional investment potential in a prime Old Town location. Located in an X flood zone, this property offers added peace of mind and potential savings on insurance--an increasingly valuable feature in today's market. This unique property is configured as two separate units, featuring a main two-story residence and a detached guest quarters, with a combined total of 2,573 square feet of living space. The detached unit is separately licensed and equipped with its own electric and water meters, providing true independence and strong income-producing potential. The main home offers a spacious and functional layout designed for island living. The first floor includes multiple living areas, with a generous living room, separate dining space, family room, and a well-appointed kitchen that opens to outdoor patio and deck areas--perfect for entertaining. Upstairs, you'll find three bedrooms, including a primary suite, along with multiple bathrooms and private balconies that capture the charm of Key West. The detached unit provides a private retreat complete with a bedroom, bathroom, kitchenette, and living space--ideal for guests, extended family, or rental income. Additional highlights include off-street parking for two vehicles, a rare and valuable feature in Old Town, as well as inviting outdoor spaces designed for relaxing and entertaining. Whether you're looking for a primary residence with additional income, a second home with flexibility, or a pure investment opportunity, 214 Eanes Lane delivers versatility and value in one of Key West's most sought-after neighborhoods.

214 Eanes Ln, Key West

$3,295,000

This large restaurant/bar in the heart of downtown Key West is presently rented for $18,000 NNN a month with over three years remaining on the lease. The location is excellent and the building has an effective rebuild date of 2005. The present tenant may be negotiable. Buy a piece of Key West. Call today.

2 Baths ⋅ 620183 MLS

This large restaurant/bar in the heart of downtown Key West is presently rented for $18,000 NNN a month with over three years remaining on the lease. The location is excellent and the building has an effective rebuild date of 2005. The present tenant may be negotiable. Buy a piece of Key West. Call today.

404 Southard St Unit 2, Key West

$3,295,000

A stunning location with all attributes geared to the view of the beautiful open bay of Summerland Cove. This OCEANFRONT 3 bedroom 3 bath home is on the market for the first time since construction in 1996 and features an extensive renovation nearly complete. The property includes a stunning covered & heated pool with screened enclosure, a 28 foot concrete dock with davits, deep water boating access, a spacious 2 car garage(~700sqft), majority impact glass, and a standing seam metal roof installed June 2018 with 140 mph rating. The layout of the home includes a split floor plan with a generous master suite with a large walk-in closet and an ensuite with floor to ceiling Italian polished marble. There are 3 full baths upstairs, a spacious living room with a 3 paneled pocket slider that creates a seamless indoor to outdoor transition with the stunning ocean view. The kitchen remodel includes quartz counters, stainless appliances, and soft close cabinets & drawers. In addition to the pool & the garage, the downstairs expands the air-conditioned living with a family room & foyer with designed room to add an elevator as well as a covered outdoor kitchen on a pavered patio. With the current renovation nearing completion, this spectacular location is ready for new owners and their vision of a fabulous Florida Keys tropical retreat.

3 Beds ⋅ 3 Baths ⋅ 619204 MLS

A stunning location with all attributes geared to the view of the beautiful open bay of Summerland Cove. This OCEANFRONT 3 bedroom 3 bath home is on the market for the first time since construction in 1996 and features an extensive renovation nearly complete. The property includes a stunning covered & heated pool with screened enclosure, a 28 foot concrete dock with davits, deep water boating access, a spacious 2 car garage(~700sqft), majority impact glass, and a standing seam metal roof installed June 2018 with 140 mph rating. The layout of the home includes a split floor plan with a generous master suite with a large walk-in closet and an ensuite with floor to ceiling Italian polished marble. There are 3 full baths upstairs, a spacious living room with a 3 paneled pocket slider that creates a seamless indoor to outdoor transition with the stunning ocean view. The kitchen remodel includes quartz counters, stainless appliances, and soft close cabinets & drawers. In addition to the pool & the garage, the downstairs expands the air-conditioned living with a family room & foyer with designed room to add an elevator as well as a covered outdoor kitchen on a pavered patio. With the current renovation nearing completion, this spectacular location is ready for new owners and their vision of a fabulous Florida Keys tropical retreat.

24348 Caribbean Dr, Summerland

$3,260,000

Welcome to 58244 Overseas Hwy on Grassy Key. This home was built in 2024 to last with superior ICF construction, steel studs, metal roof, impact resistant doors & windows. The extra thought and care in this property doesn't stop there like: 1'' water pipe for added pressure, underground utilities and 4ft deep walls underground on 3 sides of the property to prevent erosion, and geo grid honeycomb under the driveway gravel, even extra height underneath to accommodate tall toys like RV's and Boats w/ T-tops. Inside the home hosts an extra-large ocean front primary suite with balcony access, large bathroom and walk-in closets. There are 3 guest rooms and two full guest baths, laundry room, utility room and large pantry. The open floor plan living area to entertain the whole neighborhood if you want with sweeping Atlantic Ocean views for a backdrop. Let's not forget the real reason to be in the Keys and that's to be on the water. Whether you are drifting in a float in the ocean front pool or sunbathing on your own private sandy beach, you will know you've found your own slice of paradise. Call today for more information and schedule a private viewing.

4 Beds ⋅ 3 Baths ⋅ 620562 MLS

Welcome to 58244 Overseas Hwy on Grassy Key. This home was built in 2024 to last with superior ICF construction, steel studs, metal roof, impact resistant doors & windows. The extra thought and care in this property doesn't stop there like: 1'' water pipe for added pressure, underground utilities and 4ft deep walls underground on 3 sides of the property to prevent erosion, and geo grid honeycomb under the driveway gravel, even extra height underneath to accommodate tall toys like RV's and Boats w/ T-tops. Inside the home hosts an extra-large ocean front primary suite with balcony access, large bathroom and walk-in closets. There are 3 guest rooms and two full guest baths, laundry room, utility room and large pantry. The open floor plan living area to entertain the whole neighborhood if you want with sweeping Atlantic Ocean views for a backdrop. Let's not forget the real reason to be in the Keys and that's to be on the water. Whether you are drifting in a float in the ocean front pool or sunbathing on your own private sandy beach, you will know you've found your own slice of paradise. Call today for more information and schedule a private viewing.

58244 Overseas Hwy, Marathon

$3,250,000

Port Largo Waterfront Paradise Located in one of Key Largo's most desirable neighborhoods, this canal front 4-bedroom, 3.5-bath pool home is truly a boater's dream. Whether you're bringing the whole family or your fishing crew, there's room here for everyone--and all the gear that goes along with all the water sports! Inside, the home welcomes you with light-filled living spaces, stunning marble floors, recessed ceilings with crown molding, and an open floor plan that flows seamlessly to the outdoors. The kitchen is designed for both style and function, with crisp white coastal cabinetry, granite countertops, stainless appliances, and a spacious breakfast bar. A large utility room with washer/dryer makes Keys living easy. The bedrooms are generously sized with ample storage, including king beds, queen beds, and twin bed setups to accommodate all guests comfortably. Step outside and discover a private backyard retreat: a heated/chilled pool recently refinished ($25,000 upgrade), surrounded by lush, low-maintenance tropical landscaping (recent $27,000 investment). After a day on the water, unwind poolside, host a barbecue, or watch the kids play--there's plenty of space for everyone. Roof Replaced March 2026 ! For boaters, this property checks every box: 75 feet of dockage with a 25,000 lb. lift (currently holding a 39' Seavee), 50-amp shore power, and a custom built fish-cleaning station. Finally secure all the toys and equipment in a very spacious lower-level storage area with canal-side garage door. It's perfect for all your rods, dive tanks, and water toys.

4 Beds ⋅ 4 Baths ⋅ 620996 MLS

Port Largo Waterfront Paradise Located in one of Key Largo's most desirable neighborhoods, this canal front 4-bedroom, 3.5-bath pool home is truly a boater's dream. Whether you're bringing the whole family or your fishing crew, there's room here for everyone--and all the gear that goes along with all the water sports! Inside, the home welcomes you with light-filled living spaces, stunning marble floors, recessed ceilings with crown molding, and an open floor plan that flows seamlessly to the outdoors. The kitchen is designed for both style and function, with crisp white coastal cabinetry, granite countertops, stainless appliances, and a spacious breakfast bar. A large utility room with washer/dryer makes Keys living easy. The bedrooms are generously sized with ample storage, including king beds, queen beds, and twin bed setups to accommodate all guests comfortably. Step outside and discover a private backyard retreat: a heated/chilled pool recently refinished ($25,000 upgrade), surrounded by lush, low-maintenance tropical landscaping (recent $27,000 investment). After a day on the water, unwind poolside, host a barbecue, or watch the kids play--there's plenty of space for everyone. Roof Replaced March 2026 ! For boaters, this property checks every box: 75 feet of dockage with a 25,000 lb. lift (currently holding a 39' Seavee), 50-amp shore power, and a custom built fish-cleaning station. Finally secure all the toys and equipment in a very spacious lower-level storage area with canal-side garage door. It's perfect for all your rods, dive tanks, and water toys.

501 Caribbean Dr, Key Largo

6810 Front St Unit Four Large100' Slips, Stock Island

$3,250,000

LARGE YACHT COUNTRY * Four Boat Slips - Perfect for large boats and wide beam catamarans. Rare opportunity to purchase four liveaboard boat slips side by side as a package at Safe Harbour Marina on Stock Island. Slip sizes: 1A 100' x 39', 1B 100' x 27', 1C 100' x 34' and 1D 100' x 25' - total 125' beam. Each slip can accommodate up to 125' boat. (each slip has 20'' steel pylons approximately 60' from dock) The total beam of the 4 slips along the dock is 125'. Safe Harbour Marina is a deep water (14' min.) protected port and recreational marina. Originally constructed in the late 1950's and located in the heart of the last vestiges of the commercial fishing and shrimping docks, it is a throwback to the old Key West, with a collection of locals, transplants, snowbirds, artists and craftsmen. Four dockside assigned parking spaces, plus moped and bicycle parking. Private gated entrance, 3 phase electric, phone, cable and wireless internet. City water and pump-out. Unrestricted rental ability. Popular Restaurant / Bar on-site, secure bath, showers and laundry room. Small dip pool, dog park. Slip taxes included in the low quarterly total $7,310.48 maintenance fee. 3 miles to Key West Airport. 5 miles to downtown iconic Duval Street. Key West area the most convenient port in Florida to the Caribbean, Mexico, the Gulf States & South America.

618982 MLS

LARGE YACHT COUNTRY * Four Boat Slips - Perfect for large boats and wide beam catamarans. Rare opportunity to purchase four liveaboard boat slips side by side as a package at Safe Harbour Marina on Stock Island. Slip sizes: 1A 100' x 39', 1B 100' x 27', 1C 100' x 34' and 1D 100' x 25' - total 125' beam. Each slip can accommodate up to 125' boat. (each slip has 20'' steel pylons approximately 60' from dock) The total beam of the 4 slips along the dock is 125'. Safe Harbour Marina is a deep water (14' min.) protected port and recreational marina. Originally constructed in the late 1950's and located in the heart of the last vestiges of the commercial fishing and shrimping docks, it is a throwback to the old Key West, with a collection of locals, transplants, snowbirds, artists and craftsmen. Four dockside assigned parking spaces, plus moped and bicycle parking. Private gated entrance, 3 phase electric, phone, cable and wireless internet. City water and pump-out. Unrestricted rental ability. Popular Restaurant / Bar on-site, secure bath, showers and laundry room. Small dip pool, dog park. Slip taxes included in the low quarterly total $7,310.48 maintenance fee. 3 miles to Key West Airport. 5 miles to downtown iconic Duval Street. Key West area the most convenient port in Florida to the Caribbean, Mexico, the Gulf States & South America.

6810 Front St Unit Four Large100' Slips, Stock Island

$3,250,000

This Key Largo Lake front estate delivers a level of design and amenity rarely seen in a single offering, pairing modern design with Florida Key Living. This 5 Bedroom and 5 Bathroom home offers luxury living through the chef-caliber kitchen, high ceilings, built in wet bars, and walk in laundry room. Each bedroom offers its own bathroom. A thoughtfully curated amenity package--including gym with a sauna, mini basketball and soccer court, put-put golf, resort pool, and outdoor kitchen--positions the property as a true destination for entertaining and is ideal for buyers seeking both lifestyle and income, with a very strong RENTAL INCOME!

5 Beds ⋅ 5 Baths ⋅ 619270 MLS

This Key Largo Lake front estate delivers a level of design and amenity rarely seen in a single offering, pairing modern design with Florida Key Living. This 5 Bedroom and 5 Bathroom home offers luxury living through the chef-caliber kitchen, high ceilings, built in wet bars, and walk in laundry room. Each bedroom offers its own bathroom. A thoughtfully curated amenity package--including gym with a sauna, mini basketball and soccer court, put-put golf, resort pool, and outdoor kitchen--positions the property as a true destination for entertaining and is ideal for buyers seeking both lifestyle and income, with a very strong RENTAL INCOME!

32 N Bounty Ln, Key Largo

$3,250,000

Boating enthusiasts check out this open water view of Shelter Bay with a private cut in boat slip, and two boat lifts! Two story 5-bedroom, 3-bath pool home located in Key Colony Beach, Florida Keys! Designed to capture the beauty of waterfront living, this spacious home features soaring ceilings in the main living area, creating an open and airy atmosphere filled with natural light. Relax and enjoy the breathtaking water views from the lovely sun porch, expansive outdoor patios, or poolside lounging areas designed for entertaining family and guests. Boaters will appreciate the easy boating access, private dockage, and dual boat lifts, making days on the water effortless. The thoughtfully designed split-bedroom floor plan offers privacy upstairs, while two additional bedrooms downstairs provide ample accommodations for guests or extended family. Additional highlights include two separate garages, an elevator for convenience, generous outdoor seating and lounging areas, and close proximity to the Par-3 golf course and the many amenities offered by the City of Key Colony Beach, including tennis, pickleball, parks, and more. Exceptional open water views, outstanding boating access, and resort-style amenities combine to create an unforgettable Florida Keys waterfront lifestyle.

5 Beds ⋅ 3 Baths ⋅ 618339 MLS

Boating enthusiasts check out this open water view of Shelter Bay with a private cut in boat slip, and two boat lifts! Two story 5-bedroom, 3-bath pool home located in Key Colony Beach, Florida Keys! Designed to capture the beauty of waterfront living, this spacious home features soaring ceilings in the main living area, creating an open and airy atmosphere filled with natural light. Relax and enjoy the breathtaking water views from the lovely sun porch, expansive outdoor patios, or poolside lounging areas designed for entertaining family and guests. Boaters will appreciate the easy boating access, private dockage, and dual boat lifts, making days on the water effortless. The thoughtfully designed split-bedroom floor plan offers privacy upstairs, while two additional bedrooms downstairs provide ample accommodations for guests or extended family. Additional highlights include two separate garages, an elevator for convenience, generous outdoor seating and lounging areas, and close proximity to the Par-3 golf course and the many amenities offered by the City of Key Colony Beach, including tennis, pickleball, parks, and more. Exceptional open water views, outstanding boating access, and resort-style amenities combine to create an unforgettable Florida Keys waterfront lifestyle.

900 Shelter Bay Dr Ocean Dr, Key Colony

$3,250,000

Venetian Shores Has It All! Welcome to your slice of paradise in the heart of Islamorada's most sought-after boating community. This beautiful 4 bedroom, 3 bath coastal retreat is designed for both relaxation and entertainment, featuring 70 feet of deep-water dockage along a 100-foot wide canal - just seconds from open water via Snake Creek. Step inside the front door to access the elevator and interior stairs. Upstairs, the main living area offers 2 bedrooms and 2 baths, a wide open floor plan, and a gourmet kitchen with a large center island, granite countertops, stainless steel appliances, and a dedicated workstation. Enjoy sunset cocktails from the screened canal-side terrace, accessed via impact-rated sliding glass doors. Downstairs, the ground level is a haven for guests and fun - featuring a pool table, a comfortable tv area, 2 more bedrooms and a full bath, laundry room, and garage for all your gear. The backyard is pure Keys magic - complete with a heated pool, tiki hut, hot tub and an expansive deck for sunbathing or relaxing in the shade. Boaters will love the 70 ft concrete dock with a 15,000 lb boat lift, 50 amp shore power and fish cleaning station. This home checks every box for the ultimate island lifestyle - whether you're heading east to the Atlantic or west to Florida Bay's backcountry to enjoy fishing and breathtaking sunsets. Live the dream in Venetian Shores - where the boating is easy and the living is even better.

4 Beds ⋅ 3 Baths ⋅ 616450 MLS

Venetian Shores Has It All! Welcome to your slice of paradise in the heart of Islamorada's most sought-after boating community. This beautiful 4 bedroom, 3 bath coastal retreat is designed for both relaxation and entertainment, featuring 70 feet of deep-water dockage along a 100-foot wide canal - just seconds from open water via Snake Creek. Step inside the front door to access the elevator and interior stairs. Upstairs, the main living area offers 2 bedrooms and 2 baths, a wide open floor plan, and a gourmet kitchen with a large center island, granite countertops, stainless steel appliances, and a dedicated workstation. Enjoy sunset cocktails from the screened canal-side terrace, accessed via impact-rated sliding glass doors. Downstairs, the ground level is a haven for guests and fun - featuring a pool table, a comfortable tv area, 2 more bedrooms and a full bath, laundry room, and garage for all your gear. The backyard is pure Keys magic - complete with a heated pool, tiki hut, hot tub and an expansive deck for sunbathing or relaxing in the shade. Boaters will love the 70 ft concrete dock with a 15,000 lb boat lift, 50 amp shore power and fish cleaning station. This home checks every box for the ultimate island lifestyle - whether you're heading east to the Atlantic or west to Florida Bay's backcountry to enjoy fishing and breathtaking sunsets. Live the dream in Venetian Shores - where the boating is easy and the living is even better.

136 Giardino Dr, Islamorada

$3,200,000

Experience exceptional boating and effortless Florida Keys living from this meticulously maintained Cudjoe Key residence, ideally positioned on a wide canal just 2 homes from open water. Lush tropical landscaping surrounds the property, while protected wetlands across the canal create a peaceful, private backdrop. Offering 4 Bedrooms plus an Office and 4 Baths, the home features 112' of concrete seawall and dockage, a 20,000 lb. boat lift and quick access to open water. Designed to embrace indoor-outdoor living, the living room features a Euro Door Wall System with sliders that open completely to the expansive screened porch with sitting and dining areas. Remote-controlled Kevlar hurricane screens provide added protection, while the waterfront retreat features a heated and chilled saltwater pool, poolside tiki, travertine decking and outdoor shower. With the rear of the home facing west, unforgettable Florida Keys sunsets unfold over the water and protected wetlands. The kitchen features granite countertops, Wolf cooktop, Electrolux large capacity refrigerator, wine cooler and dedicated ice maker. The spacious primary suite offers a soaking tub, walk-in shower and dual vanities. One guest bedroom features an ensuite bath, while 2 additional guest bedrooms share a Jack-and-Jill bath. A dedicated office adds flexible space. Additional features include a laundry room with dog wash, 2-car garage with convenient side access to the waterfront, and impact windows and doors. A nearby full-service marina and waterfront restaurant add to the ease of this sought-after boating neighborhood. Beautifully maintained inside and out, this property captures the privacy, boating access and outdoor lifestyle that make the Florida Keys so special.

5 Beds ⋅ 4 Baths ⋅ 621433 MLS

Experience exceptional boating and effortless Florida Keys living from this meticulously maintained Cudjoe Key residence, ideally positioned on a wide canal just 2 homes from open water. Lush tropical landscaping surrounds the property, while protected wetlands across the canal create a peaceful, private backdrop. Offering 4 Bedrooms plus an Office and 4 Baths, the home features 112' of concrete seawall and dockage, a 20,000 lb. boat lift and quick access to open water. Designed to embrace indoor-outdoor living, the living room features a Euro Door Wall System with sliders that open completely to the expansive screened porch with sitting and dining areas. Remote-controlled Kevlar hurricane screens provide added protection, while the waterfront retreat features a heated and chilled saltwater pool, poolside tiki, travertine decking and outdoor shower. With the rear of the home facing west, unforgettable Florida Keys sunsets unfold over the water and protected wetlands. The kitchen features granite countertops, Wolf cooktop, Electrolux large capacity refrigerator, wine cooler and dedicated ice maker. The spacious primary suite offers a soaking tub, walk-in shower and dual vanities. One guest bedroom features an ensuite bath, while 2 additional guest bedrooms share a Jack-and-Jill bath. A dedicated office adds flexible space. Additional features include a laundry room with dog wash, 2-car garage with convenient side access to the waterfront, and impact windows and doors. A nearby full-service marina and waterfront restaurant add to the ease of this sought-after boating neighborhood. Beautifully maintained inside and out, this property captures the privacy, boating access and outdoor lifestyle that make the Florida Keys so special.

20731 W 2nd Ave, Cudjoe

$3,200,000

Rarely does a ROGO exempt, ready to build waterfront lot like this come available in Duck Key. There is no waiting on permits or building rights here, this lot is approved and ready to break ground as soon as tomorrow. Sitting on 7,705 SF with approximately 81 feet of water frontage, the lot measures roughly 80 feet by 94 feet, giving you plenty of room to design your dream home from the ground up. A brand new dock, seawall, and boat lift are already in place, so your boat is ready to go the day you move in. Enjoy deep water access straight from your backyard along with open ocean views and a beautiful backdrop of surrounding mangroves and nearby islands. No known easements, no wetlands, and no invasive species on the property. Lots like this rarely hit the market, and even fewer come ROGO exempt and truly ready to build. Bring your builder and start designing your dream home today.

621315 MLS

Rarely does a ROGO exempt, ready to build waterfront lot like this come available in Duck Key. There is no waiting on permits or building rights here, this lot is approved and ready to break ground as soon as tomorrow. Sitting on 7,705 SF with approximately 81 feet of water frontage, the lot measures roughly 80 feet by 94 feet, giving you plenty of room to design your dream home from the ground up. A brand new dock, seawall, and boat lift are already in place, so your boat is ready to go the day you move in. Enjoy deep water access straight from your backyard along with open ocean views and a beautiful backdrop of surrounding mangroves and nearby islands. No known easements, no wetlands, and no invasive species on the property. Lots like this rarely hit the market, and even fewer come ROGO exempt and truly ready to build. Bring your builder and start designing your dream home today.

232 W Seaview Cir, Duck

$3,200,000

Turn-Key Duplex on a Wide, Deep Canal - Key Colony Beach Welcome to one of the most sought-after settings in the Florida Keys -Key Colony Beach -- a private, tucked-away island community known for its quiet streets, boater-friendly waterways, and true Keys lifestyle. This full duplex sits on a impressively wide, clean, deep canal (100 ft across), offering easy access for boats of all sizes and some of the best water views in the neighborhood. Each side of the duplex mirrors the other in quality and layout: upstairs you'll find 2 spacious bedrooms and 2 full baths, while downstairs offers a convenient pool bath plus a bonus game room/flex space with extra storage -- perfect for kayaks, fishing gear, or beach toys. Both units have been tastefully updated and fully furnished, right down to the dishes, pots, pans, and bedding. Just bring your suitcase. This property is as flexible as it is beautiful. Rent both sides for strong dual-income potential, create the ultimate family compound with room for everyone, or live in one side while renting the other for built-in income. However you use it, you're getting two turn-key homes in one of the safest, most tranquil pockets of the Florida Keys. Located just minutes from open water, world-class fishing, and the laid-back charm Key Colony Beach is known for -- this is Keys living at its most effortless. Two homes. One incredible canal. Endless possibilities. SELLING ONLY AS DUPLEX - will not split them Contact Dawn McComish, P.A. -- The Singing Realtor® -- for a private showing.

4 Beds ⋅ 6 Baths ⋅ 621036 MLS

Turn-Key Duplex on a Wide, Deep Canal - Key Colony Beach Welcome to one of the most sought-after settings in the Florida Keys -Key Colony Beach -- a private, tucked-away island community known for its quiet streets, boater-friendly waterways, and true Keys lifestyle. This full duplex sits on a impressively wide, clean, deep canal (100 ft across), offering easy access for boats of all sizes and some of the best water views in the neighborhood. Each side of the duplex mirrors the other in quality and layout: upstairs you'll find 2 spacious bedrooms and 2 full baths, while downstairs offers a convenient pool bath plus a bonus game room/flex space with extra storage -- perfect for kayaks, fishing gear, or beach toys. Both units have been tastefully updated and fully furnished, right down to the dishes, pots, pans, and bedding. Just bring your suitcase. This property is as flexible as it is beautiful. Rent both sides for strong dual-income potential, create the ultimate family compound with room for everyone, or live in one side while renting the other for built-in income. However you use it, you're getting two turn-key homes in one of the safest, most tranquil pockets of the Florida Keys. Located just minutes from open water, world-class fishing, and the laid-back charm Key Colony Beach is known for -- this is Keys living at its most effortless. Two homes. One incredible canal. Endless possibilities. SELLING ONLY AS DUPLEX - will not split them Contact Dawn McComish, P.A. -- The Singing Realtor® -- for a private showing.

321 & 331 9th St, Key Colony

$3,199,000

Beautifully renovated oceanfront home in Islamorada offering 100 feet of direct ocean frontage, a sandy beach, breathtaking open water views, and mature tropical landscaping. This exceptional concrete stilt home has undergone a spectacular extensive coastal renovation, blending modern luxury with the relaxed elegance of the Florida Keys lifestyle. The residence features 3 bedrooms and 3 bathrooms with a bright, open-concept floor plan designed to maximize natural light and panoramic ocean views. The upstairs living quarters include a stunning new chef's kitchen with custom cabinetry, premium countertops, and high-end appliances, along with beautifully renovated bathrooms and spacious living and dining areas that flow seamlessly onto the elevated oceanfront porch. Recent upgrades include a brand new roof, all new impact windows and doors, renovated bathrooms, a fully redesigned kitchen, updated finishes throughout, and extensive coastal improvements designed for both style and durability. Also included is a New Tiki Hut and an enclosed 480 sqft bonus room/storage. The gated and fenced property also features a gorgeous oceanfront swimming pool with updated pool equipment, outdoor shower, covered parking for multiple vehicles and boats, and abundant storage space. Outdoor enthusiasts will appreciate the impressive 90-foot oceanfront fishing pier with concrete pilings and low-maintenance composite decking, creating the perfect setting to fish, relax, entertain, or take in the spectacular sunrise views over the Atlantic Ocean. This is a rare opportunity to own a fully renovated luxury oceanfront retreat in Islamorada, known as the ''Fishing Capital of the World.''

3 Beds ⋅ 2 Baths ⋅ 619869 MLS

Beautifully renovated oceanfront home in Islamorada offering 100 feet of direct ocean frontage, a sandy beach, breathtaking open water views, and mature tropical landscaping. This exceptional concrete stilt home has undergone a spectacular extensive coastal renovation, blending modern luxury with the relaxed elegance of the Florida Keys lifestyle. The residence features 3 bedrooms and 3 bathrooms with a bright, open-concept floor plan designed to maximize natural light and panoramic ocean views. The upstairs living quarters include a stunning new chef's kitchen with custom cabinetry, premium countertops, and high-end appliances, along with beautifully renovated bathrooms and spacious living and dining areas that flow seamlessly onto the elevated oceanfront porch. Recent upgrades include a brand new roof, all new impact windows and doors, renovated bathrooms, a fully redesigned kitchen, updated finishes throughout, and extensive coastal improvements designed for both style and durability. Also included is a New Tiki Hut and an enclosed 480 sqft bonus room/storage. The gated and fenced property also features a gorgeous oceanfront swimming pool with updated pool equipment, outdoor shower, covered parking for multiple vehicles and boats, and abundant storage space. Outdoor enthusiasts will appreciate the impressive 90-foot oceanfront fishing pier with concrete pilings and low-maintenance composite decking, creating the perfect setting to fish, relax, entertain, or take in the spectacular sunrise views over the Atlantic Ocean. This is a rare opportunity to own a fully renovated luxury oceanfront retreat in Islamorada, known as the ''Fishing Capital of the World.''

75071 Overseas Hwy, Islamorada

$3,199,000

Nestled within this 280 ft of concrete walled and gated property lies a tropical oasis that epitomizes Keys living. Situated on a huge,12,000 sq ft corner lot that provides an exclusive island vibe with lots of privacy that comes complete with 200' of canal frontage, a 133' concrete dock, a new 10k lb boat lift, fish cleaning station, and travertine steps into the sparkling water for an enjoyable saltwater swim. Outdoor lighting perfects this entire property along and under the dock and seawall as well. A new higher end fiberglass pool and spa made by Latham which are built with double thick fiberglass complete with heater and chiller is just waiting for you to enjoy after a day on the water or an evening of entertaining. The adjoining new tiki hut, complete with a NewAge summer kitchen, a dining area and ready for happy hours and fish tales. The bar and lounging area located across from the tiki hut provides a comfortable lounging area complete with a nice storage area. Pavers adorn all the open spaces surrounded by new exquisite, lush landscaping maintained by a 5-zone irrigation system. A new standing seam metal roof was installed in 2024. Oh and did I mention a real fire pit. This gorgeous home is all about being outdoors and enjoying the Florida Keys tropical ambiance. The main living area has an open kitchen concept with a center island, gas stove, new appliances, and dining table. Guest bedroom is on the main floor with a full bath and walk in shower. Upstairs has two master suites, one with a stand-alone tub and walk in shower and the other with a walk-in shower only. Two of the bedrooms have balconies overlooking this peaceful, delightful, property. All the furniture is brand new and comes included with the purchase. With the proximity to Key West, and all the excitement and nightlife and the world class fishing and diving out your back door, the world is your oyster in this Fabulous Florida Keys slice of paradise. Don't let this one get away.

4 Beds ⋅ 4 Baths ⋅ 618532 MLS

Nestled within this 280 ft of concrete walled and gated property lies a tropical oasis that epitomizes Keys living. Situated on a huge,12,000 sq ft corner lot that provides an exclusive island vibe with lots of privacy that comes complete with 200' of canal frontage, a 133' concrete dock, a new 10k lb boat lift, fish cleaning station, and travertine steps into the sparkling water for an enjoyable saltwater swim. Outdoor lighting perfects this entire property along and under the dock and seawall as well. A new higher end fiberglass pool and spa made by Latham which are built with double thick fiberglass complete with heater and chiller is just waiting for you to enjoy after a day on the water or an evening of entertaining. The adjoining new tiki hut, complete with a NewAge summer kitchen, a dining area and ready for happy hours and fish tales. The bar and lounging area located across from the tiki hut provides a comfortable lounging area complete with a nice storage area. Pavers adorn all the open spaces surrounded by new exquisite, lush landscaping maintained by a 5-zone irrigation system. A new standing seam metal roof was installed in 2024. Oh and did I mention a real fire pit. This gorgeous home is all about being outdoors and enjoying the Florida Keys tropical ambiance. The main living area has an open kitchen concept with a center island, gas stove, new appliances, and dining table. Guest bedroom is on the main floor with a full bath and walk in shower. Upstairs has two master suites, one with a stand-alone tub and walk in shower and the other with a walk-in shower only. Two of the bedrooms have balconies overlooking this peaceful, delightful, property. All the furniture is brand new and comes included with the purchase. With the proximity to Key West, and all the excitement and nightlife and the world class fishing and diving out your back door, the world is your oyster in this Fabulous Florida Keys slice of paradise. Don't let this one get away.

17183 Coral Dr, Sugarloaf

$3,195,000

SELLER MOTIVATED! READY TO SELL! Open water Sunset Views Exclusive Duck Key Waterfront Retreat Experience the pinnacle of coastal living in this exceptional open-water home on Duck Key. Designed to capture stunning ocean vistas and mesmerizing sunsets, this 4-bedroom, 3 bathroom gem offers the perfect balance of luxury, comfort, and outdoor paradise. Expansive Living Areas: Open-concept design featuring a gourmet kitchen with granite countertops, spacious dining, and living areas perfect for entertaining or relaxing by the water. Panoramic Views: Two large enclosed porches provide year-round enjoyment of ocean breezes and views. Ascend the spiral staircase to a rooftop deck with 360-degree vistas - a perfect spot for sunset cocktails. Unmatched Convenience: The home includes a dumbwaiter shaft for effortless transport of groceries or luggage, plus a solid oak staircase leading from the grand foyer. Outdoor Haven: A private tiki hut offers shade and tranquility, while the 15K boat lift caters to boating enthusiasts. There's also ample space to add a pool for the ultimate outdoor escape. Exceptional Storage & Garages: Two oversized garages provide plenty of room for vehicles, watercraft, and more, with additional storage throughout the home for all your needs. Meticulously Maintained: This home has been lovingly cared for inside and out, offering a move-in-ready opportunity to enjoy life on Duck Key. Situated in one of the Florida Keys' most sought-after locations, this property is a dream come true for those seeking serene surroundings, endless water views, and the best of island living. Schedule your private showing today and make this coastal retreat your forever home!

4 Beds ⋅ 3 Baths ⋅ 617654 MLS

SELLER MOTIVATED! READY TO SELL! Open water Sunset Views Exclusive Duck Key Waterfront Retreat Experience the pinnacle of coastal living in this exceptional open-water home on Duck Key. Designed to capture stunning ocean vistas and mesmerizing sunsets, this 4-bedroom, 3 bathroom gem offers the perfect balance of luxury, comfort, and outdoor paradise. Expansive Living Areas: Open-concept design featuring a gourmet kitchen with granite countertops, spacious dining, and living areas perfect for entertaining or relaxing by the water. Panoramic Views: Two large enclosed porches provide year-round enjoyment of ocean breezes and views. Ascend the spiral staircase to a rooftop deck with 360-degree vistas - a perfect spot for sunset cocktails. Unmatched Convenience: The home includes a dumbwaiter shaft for effortless transport of groceries or luggage, plus a solid oak staircase leading from the grand foyer. Outdoor Haven: A private tiki hut offers shade and tranquility, while the 15K boat lift caters to boating enthusiasts. There's also ample space to add a pool for the ultimate outdoor escape. Exceptional Storage & Garages: Two oversized garages provide plenty of room for vehicles, watercraft, and more, with additional storage throughout the home for all your needs. Meticulously Maintained: This home has been lovingly cared for inside and out, offering a move-in-ready opportunity to enjoy life on Duck Key. Situated in one of the Florida Keys' most sought-after locations, this property is a dream come true for those seeking serene surroundings, endless water views, and the best of island living. Schedule your private showing today and make this coastal retreat your forever home!

226 Corsair Rd, Duck Key

$3,150,000

74560 Overseas Highway is a dynamic waterfront commercial asset with multiple revenue paths and significant redevelopment potential. Situated on a 15,000 SF parcel with generous on-site parking and 100 feet of seawall capable of accommodating up to 8 slips, the property delivers premier highway exposure and immediate Florida Bay and Atlantic Ocean access. Zoning supports four affordable housing units, one market-rate residence, and 5,640 SF of commercial space, creating a layered income strategy that blends residential density with marine-oriented business activity. The existing structure features expansive wraparound windows framing sweeping Atlantic views, plus a top-floor penthouse suite suited for owner occupancy, executive housing, or premium rental use (subject to approvals). The building configuration can also accommodate a rooftop helipad. Commercial Fishing zoning allows for uses such as a destination restaurant, seafood market, marine outfitter, charter or backcountry fishing headquarters, marina-support retail, or other enterprises aligned with the working waterfront. This is a high-visibility, commercial platform where housing, marine access, and US-1 frontage intersect to create compelling long-term value.

3 Beds ⋅ 3 Baths ⋅ 618699 MLS

74560 Overseas Highway is a dynamic waterfront commercial asset with multiple revenue paths and significant redevelopment potential. Situated on a 15,000 SF parcel with generous on-site parking and 100 feet of seawall capable of accommodating up to 8 slips, the property delivers premier highway exposure and immediate Florida Bay and Atlantic Ocean access. Zoning supports four affordable housing units, one market-rate residence, and 5,640 SF of commercial space, creating a layered income strategy that blends residential density with marine-oriented business activity. The existing structure features expansive wraparound windows framing sweeping Atlantic views, plus a top-floor penthouse suite suited for owner occupancy, executive housing, or premium rental use (subject to approvals). The building configuration can also accommodate a rooftop helipad. Commercial Fishing zoning allows for uses such as a destination restaurant, seafood market, marine outfitter, charter or backcountry fishing headquarters, marina-support retail, or other enterprises aligned with the working waterfront. This is a high-visibility, commercial platform where housing, marine access, and US-1 frontage intersect to create compelling long-term value.

74560 Overseas Hwy, Islamorada

$3,100,000

Welcome to a stunning, fully remodeled coastal retreat in the highly sought-after Ocean Isle Estates. This exceptional 4-bedroom, 4-bathroom residence offers over 3,000 square feet of living space and showcases breathtaking open water views from multiple vantage points. Designed for both relaxation and entertaining, the home features two spacious master suites, a beautifully updated interior, and a separate lower-level 1-bedroom/1-bath suite complete with a recreation area--perfect for guests or extended family. Step outside to your private waterfront oasis, where a pool sits right at the water's edge, complemented by a 17,000 lb boat lift--ideal for boating enthusiasts looking for direct ocean access. The property also boasts a rare two-car garage along with ample additional parking, a durable metal roof, and impact windows and doors for peace of mind. Situated on an 8,400 sq ft lot in one of Key Largo's premier neighborhoods, this home combines modern upgrades with the laid-back luxury of the Florida Keys lifestyle.

4 Beds ⋅ 1 Baths ⋅ 621536 MLS

Welcome to a stunning, fully remodeled coastal retreat in the highly sought-after Ocean Isle Estates. This exceptional 4-bedroom, 4-bathroom residence offers over 3,000 square feet of living space and showcases breathtaking open water views from multiple vantage points. Designed for both relaxation and entertaining, the home features two spacious master suites, a beautifully updated interior, and a separate lower-level 1-bedroom/1-bath suite complete with a recreation area--perfect for guests or extended family. Step outside to your private waterfront oasis, where a pool sits right at the water's edge, complemented by a 17,000 lb boat lift--ideal for boating enthusiasts looking for direct ocean access. The property also boasts a rare two-car garage along with ample additional parking, a durable metal roof, and impact windows and doors for peace of mind. Situated on an 8,400 sq ft lot in one of Key Largo's premier neighborhoods, this home combines modern upgrades with the laid-back luxury of the Florida Keys lifestyle.

48 S Andros Rd, Key Largo

$3,100,000

Newly remodeled waterfront home located in the highly desirable Port Antigua subdivision of Lower Matecumbe. This expansive residence offers five bedrooms and three bathrooms with an open living floor plan. The main living level features three bedrooms and two bathrooms, complemented by a spacious living, dining, and kitchen area--ideal for entertaining and relaxed Keys living. The lower level includes two additional bedrooms and one bathroom, all above flood, perfect guest quarters with a full kitchen. Brand new exterior paint! Enjoy 75 feet of deep-water concrete dockage equipped with a 15,000 lb boat lift, providing excellent boating access. The home is solid concrete construction with a metal roof, fenced yard, and plenty of room for a pool. Port Antigua is known for its exceptional amenities, including one of the best private beaches in the Keys and a community boat ramp. With immediate access to Florida Bay and quick proximity to the Atlantic Ocean, this property offers the ultimate Florida Keys lifestyle--boating, water access, and island living at its finest.

5 Beds ⋅ 3 Baths ⋅ 620602 MLS

Newly remodeled waterfront home located in the highly desirable Port Antigua subdivision of Lower Matecumbe. This expansive residence offers five bedrooms and three bathrooms with an open living floor plan. The main living level features three bedrooms and two bathrooms, complemented by a spacious living, dining, and kitchen area--ideal for entertaining and relaxed Keys living. The lower level includes two additional bedrooms and one bathroom, all above flood, perfect guest quarters with a full kitchen. Brand new exterior paint! Enjoy 75 feet of deep-water concrete dockage equipped with a 15,000 lb boat lift, providing excellent boating access. The home is solid concrete construction with a metal roof, fenced yard, and plenty of room for a pool. Port Antigua is known for its exceptional amenities, including one of the best private beaches in the Keys and a community boat ramp. With immediate access to Florida Bay and quick proximity to the Atlantic Ocean, this property offers the ultimate Florida Keys lifestyle--boating, water access, and island living at its finest.

117 El Capitan Dr, Islamorada

$3,100,000

Beach House Paradise in Summerland Key. Nestled in one of the Lower Keys' most desirable oceanside communities, this exceptional oceanfront retreat offers the perfect blend of luxury, privacy, and island living. A charming thatched-covered lanai and custom bamboo-etched glass doors welcome you into an open-concept floor plan where floor to ceiling windows frame breathtaking Atlantic Ocean views. The spacious living area flows effortlessly to an expansive waterfront terrace overlooking the pool, creating the ultimate indoor-outdoor lifestyle. Designed for entertaining, the lower level features a custom tiki-style bar, outdoor cooking area, hot tub, and multiple gathering spaces. Relax by the resort-style pool, unwind on your private sandy beach beneath the swaying palms, and enjoy the unparalleled beauty of oceanfront living. Located just minutes is Summerland Key's private airstrip, world class boating, fishing, diving and the renowned Looe Key reef, this exceptional property offers the very best of the Florida Keys lifestyle. 361 Avenue D is a rare opportunity to own your own slice of paradise.

2 Beds ⋅ 3 Baths ⋅ 620532 MLS

Beach House Paradise in Summerland Key. Nestled in one of the Lower Keys' most desirable oceanside communities, this exceptional oceanfront retreat offers the perfect blend of luxury, privacy, and island living. A charming thatched-covered lanai and custom bamboo-etched glass doors welcome you into an open-concept floor plan where floor to ceiling windows frame breathtaking Atlantic Ocean views. The spacious living area flows effortlessly to an expansive waterfront terrace overlooking the pool, creating the ultimate indoor-outdoor lifestyle. Designed for entertaining, the lower level features a custom tiki-style bar, outdoor cooking area, hot tub, and multiple gathering spaces. Relax by the resort-style pool, unwind on your private sandy beach beneath the swaying palms, and enjoy the unparalleled beauty of oceanfront living. Located just minutes is Summerland Key's private airstrip, world class boating, fishing, diving and the renowned Looe Key reef, this exceptional property offers the very best of the Florida Keys lifestyle. 361 Avenue D is a rare opportunity to own your own slice of paradise.

361 Ave D, Summerland

$3,100,000

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

5 Beds ⋅ 5 Baths ⋅ 619896 MLS

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

59720 Overseas Highway Unit 9, Marathon

$3,100,000

Some opportunities require no explanation and this is one of them. A12, A13, and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 120 feet of canal frontage across three 4,800-square-foot parcels. A12 is set on 4,800 square feet with 40 feet of direct canal frontage. The three-bedroom, two-bath home was thoughtfully designed for the way people actually live in the Keys. It features ample outdoor space, multiple seating areas, and the kind of privacy that's harder to find than square footage. A13 features four-bedrooms & three bathrooms + private dock. A generous layout that offers flexibility for family & guests. A14 is the adjacent ROGO exempt lot. Two private docks. 120 feet of waterfront. 2 dwellings + a ROGO-exempt lot ready for your vision.

7 Beds ⋅ 4 Baths ⋅ 619753 MLS

Some opportunities require no explanation and this is one of them. A12, A13, and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 120 feet of canal frontage across three 4,800-square-foot parcels. A12 is set on 4,800 square feet with 40 feet of direct canal frontage. The three-bedroom, two-bath home was thoughtfully designed for the way people actually live in the Keys. It features ample outdoor space, multiple seating areas, and the kind of privacy that's harder to find than square footage. A13 features four-bedrooms & three bathrooms + private dock. A generous layout that offers flexibility for family & guests. A14 is the adjacent ROGO exempt lot. Two private docks. 120 feet of waterfront. 2 dwellings + a ROGO-exempt lot ready for your vision.

12a-14a 12th Ave, Stock Island