$495,000 A once-in-a-lifetime opportunity to own a spectacular 61.1-acre private island in the Florida Keys. Perfectly situated on the bay side near prestigious Shark Key, this property offers unmatched privacy while remaining just minutes from the vibrant attractions, dining, and amenities of Key West. Expansive 61.1 acres of untouched island paradise. Huge opportunity for ROGO dedication with the possibility of up to 250 ROGO points under county guidelines. Whether you envision a secluded retreat, a destination resort, or a conservation project, the possibilities are extraordinary. Seller will consider all reasonable offers. 617377 MLS A once-in-a-lifetime opportunity to own a spectacular 61.1-acre private island in the Florida Keys. Perfectly situated on the bay side near prestigious Shark Key, this property offers unmatched privacy while remaining just minutes from the vibrant attractions, dining, and amenities of Key West. Expansive 61.1 acres of untouched island paradise. Huge opportunity for ROGO dedication with the possibility of up to 250 ROGO points under county guidelines. Whether you envision a secluded retreat, a destination resort, or a conservation project, the possibilities are extraordinary. Seller will consider all reasonable offers. Oharas, Saddle Bunch
$899,000 Beautiful Atlantic Ocean views surround this newer concrete home featuring an open-concept floor plan with 2 bedrooms and 2 bathrooms. Tastefully furnished with a coastal flair, the spacious living area flows into a kitchen appointed with custom wood cabinetry, quartz countertops, stainless steel appliances, and a high-end water filtration system. Impact windows and doors, plantation shutters, new A/C, and new gutters add to the home's quality. A true boater's dream, the property offers direct ocean access and convenient Florida Bay access via Snake Creek. Take in breathtaking sunrises and sunsets from your own slice of paradise. Whether you're seeking a full-time residence or the ultimate Florida Keys retreat, this home delivers the best of the Keys lifestyle. YOU OWN THE LAND! 2 Beds ⋅ 2 Baths ⋅ 618847 MLS Beautiful Atlantic Ocean views surround this newer concrete home featuring an open-concept floor plan with 2 bedrooms and 2 bathrooms. Tastefully furnished with a coastal flair, the spacious living area flows into a kitchen appointed with custom wood cabinetry, quartz countertops, stainless steel appliances, and a high-end water filtration system. Impact windows and doors, plantation shutters, new A/C, and new gutters add to the home's quality. A true boater's dream, the property offers direct ocean access and convenient Florida Bay access via Snake Creek. Take in breathtaking sunrises and sunsets from your own slice of paradise. Whether you're seeking a full-time residence or the ultimate Florida Keys retreat, this home delivers the best of the Keys lifestyle. YOU OWN THE LAND! 84961 Old Hwy Unit 18, Islamorada
$3,705,000 Welcome to ''Coral Breeze'', an exceptional premiere four-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, landscaped grounds, and on-site kayak and paddleboard launch. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from adjacent resort infrastructure. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a stabilized income property, or a long-term hold in one of the Florida Keys most established resort communities. 4 Beds ⋅ 5 Baths ⋅ 618328 MLS Welcome to ''Coral Breeze'', an exceptional premiere four-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, landscaped grounds, and on-site kayak and paddleboard launch. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from adjacent resort infrastructure. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a stabilized income property, or a long-term hold in one of the Florida Keys most established resort communities. 46 E Playa Largo Blvd, Key Largo
$3,750,000 Rare Multi-Family Investment Opportunity in Old Town Key West. This unique property is comprised of eight updated one-bedroom, one-bathroom units. 2 buildings situated on a 5,575 SqFt lot. It offers an exceptional opportunity for employers seeking staff housing, investors interested in a 1031 Exchange, or those considering a condo conversion. Please note that advanced notice is required to arrange showings, and not all units may be available for viewing as they are currently rented. 8 Beds ⋅ 8 Baths ⋅ 618438 MLS Rare Multi-Family Investment Opportunity in Old Town Key West. This unique property is comprised of eight updated one-bedroom, one-bathroom units. 2 buildings situated on a 5,575 SqFt lot. It offers an exceptional opportunity for employers seeking staff housing, investors interested in a 1031 Exchange, or those considering a condo conversion. Please note that advanced notice is required to arrange showings, and not all units may be available for viewing as they are currently rented. 818 Elizabeth St, Key West
$614,000 Hawks Cay Harbor Village Villas offer a luxurious and tranquil retreat in the stunning Florida Keys. Nestled within the renowned Hawks Cay Resort on Duck Key, these waterfront villas boast breathtaking views of the sparkling waters of the Gulf of Mexico and the resort's private marina. This property has a beautiful patio and spa dipping pool overlooking the canal. With their spacious floor plans, these villas feature contemporary coastal designs, providing guests with a real Keys experience. This particular villa is priced at a competitive price to sell quickly. You can enjoy this as your own private get a way to the Keys for your family vacation as well as these owners have rented it out and received a nice ROI. Walk to the restaurant, the spa, tennis courts, large family pool, etc. 2 Beds ⋅ 2 Baths ⋅ 618430 MLS Hawks Cay Harbor Village Villas offer a luxurious and tranquil retreat in the stunning Florida Keys. Nestled within the renowned Hawks Cay Resort on Duck Key, these waterfront villas boast breathtaking views of the sparkling waters of the Gulf of Mexico and the resort's private marina. This property has a beautiful patio and spa dipping pool overlooking the canal. With their spacious floor plans, these villas feature contemporary coastal designs, providing guests with a real Keys experience. This particular villa is priced at a competitive price to sell quickly. You can enjoy this as your own private get a way to the Keys for your family vacation as well as these owners have rented it out and received a nice ROI. Walk to the restaurant, the spa, tennis courts, large family pool, etc. 7028 Harbor Village Dr, Duck Key
$1,374,499 Duck Key Pool Home with Legal Downstairs Living & Exceptional Flexibility. Beautifully updated 4BR/3BA pool home on the desirable island of Duck Key, thoughtfully renovated with permits and designed for comfortable coastal living. A standout feature of this home is the legal, permitted downstairs living area (pre-1973), which offers a private space complete with a living room, bedroom, bath, and kitchenette. This flexible layout is ideal for extended family, long-term guests, or creating a separate retreat within the home--an increasingly rare advantage in the Florida Keys. Upstairs, the main living area features updated finishes and generous closet space throughout, providing both comfort and functionality. The home is offered fully furnished and move-in ready, allowing for immediate enjoyment. Step outside to your own private tropical setting, featuring: a sparkling pool and tiki hut for entertaining; lush landscaping with pineapple, fig, starfruit, and avocado trees; a private putting green; and partial Atlantic Ocean views. Additional highlights include two attached garage spaces and access to a voluntary homeowners clubhouse. Conveniently located near Duck Key Marina and Hawk's Cay Resort amenities, with optional memberships available. A rare opportunity to own a versatile, move-in-ready home in one of the Florida Keys' most sought-after communities. Check out the marina and the perks of being a homeowner on Duck Key. https://www.duckkeymarina.com/ for boat slips, https://hawks-cay-resort.playbypoint.com/f/hawks-cay-resort/memberships, https://www.hawkscay.com/, and http://www.clubduckkey.com/ for memberships! All in your backyard. 4 Beds ⋅ 3 Baths ⋅ 618156 MLS Duck Key Pool Home with Legal Downstairs Living & Exceptional Flexibility. Beautifully updated 4BR/3BA pool home on the desirable island of Duck Key, thoughtfully renovated with permits and designed for comfortable coastal living. A standout feature of this home is the legal, permitted downstairs living area (pre-1973), which offers a private space complete with a living room, bedroom, bath, and kitchenette. This flexible layout is ideal for extended family, long-term guests, or creating a separate retreat within the home--an increasingly rare advantage in the Florida Keys. Upstairs, the main living area features updated finishes and generous closet space throughout, providing both comfort and functionality. The home is offered fully furnished and move-in ready, allowing for immediate enjoyment. Step outside to your own private tropical setting, featuring: a sparkling pool and tiki hut for entertaining; lush landscaping with pineapple, fig, starfruit, and avocado trees; a private putting green; and partial Atlantic Ocean views. Additional highlights include two attached garage spaces and access to a voluntary homeowners clubhouse. Conveniently located near Duck Key Marina and Hawk's Cay Resort amenities, with optional memberships available. A rare opportunity to own a versatile, move-in-ready home in one of the Florida Keys' most sought-after communities. Check out the marina and the perks of being a homeowner on Duck Key. https://www.duckkeymarina.com/ for boat slips, https://hawks-cay-resort.playbypoint.com/f/hawks-cay-resort/memberships, https://www.hawkscay.com/, and http://www.clubduckkey.com/ for memberships! All in your backyard. 247 W Seaview Cir, Duck Key
$25,000,000 Introducing Enchanted Island, an unparalleled private island located 1.5 miles from Key West accessible via its own private highway exit from US 1. This rare real estate jewel offers an exclusive escape like no other. Presently zoned for sub urban residential use, the island permits the construction of up to two homes. Elevated 15 feet to meet construction codes and with building permits already secured, Enchanted Island is posed for your development aspirations. Additionally, the seller has completed engineered architectural plans for a 7,437 SF home. For those with a vision grander in scale, the option of rezoning and securing permits for up to ten homes exists, providing endless possibilities for your imagination. Enchanted Island boasts all essential utilities, including a new 1000A 120/240V power service, underwater sewer and power lines, and AT&T fiber connectivity. With building permits in hand, your journey from blueprint to building can commence without delay. Spanning an impressive 4 acres, Enchanted Island offers both tranquility and unique features, such as a private ocean reef and partial dredging, ideal for potential boat dock installation. In addition to its private highway access, the island has a history with helicopter use, hinting at the potential for establishing a heliport to further enhance its exclusivity and convenience for the distinguished few who will call it home or their luxury getaway. Enchanted Island seamlessly combines isolation with connectivity, offering a lifestyle statement for the discerning few. This exotic haven envisioned for the elite seeking not just a residence but a statement of lifestyle, stands ready to fulfill visions of grandeur against the breathtaking backdrop of the Florida Keys. Seize the unparalleled opportunity to turn your dream of island living into your reality with Enchanted Island. 609597 MLS Introducing Enchanted Island, an unparalleled private island located 1.5 miles from Key West accessible via its own private highway exit from US 1. This rare real estate jewel offers an exclusive escape like no other. Presently zoned for sub urban residential use, the island permits the construction of up to two homes. Elevated 15 feet to meet construction codes and with building permits already secured, Enchanted Island is posed for your development aspirations. Additionally, the seller has completed engineered architectural plans for a 7,437 SF home. For those with a vision grander in scale, the option of rezoning and securing permits for up to ten homes exists, providing endless possibilities for your imagination. Enchanted Island boasts all essential utilities, including a new 1000A 120/240V power service, underwater sewer and power lines, and AT&T fiber connectivity. With building permits in hand, your journey from blueprint to building can commence without delay. Spanning an impressive 4 acres, Enchanted Island offers both tranquility and unique features, such as a private ocean reef and partial dredging, ideal for potential boat dock installation. In addition to its private highway access, the island has a history with helicopter use, hinting at the potential for establishing a heliport to further enhance its exclusivity and convenience for the distinguished few who will call it home or their luxury getaway. Enchanted Island seamlessly combines isolation with connectivity, offering a lifestyle statement for the discerning few. This exotic haven envisioned for the elite seeking not just a residence but a statement of lifestyle, stands ready to fulfill visions of grandeur against the breathtaking backdrop of the Florida Keys. Seize the unparalleled opportunity to turn your dream of island living into your reality with Enchanted Island. 1 Seppala Way, Key Haven
$975,000 Welcome to this solid concrete home in the Florida Keys, located in Tavernier and built for durability, comfort, and island living. Featuring all-concrete construction with a concrete roof, this property offers strength, low maintenance, and peace of mind—ideal for Keys conditions. The upstairs level includes a fully remodeled 2-bedroom, 2-bathroom living space with peek-a-boo ocean views from the porch and views overlooking the community park, creating a relaxing setting with open green space and ocean breezes. The downstairs level offers a remodeled 1-bedroom, 1-bathroom area, providing flexible options for guests or extended family. Situated on a rare double lot, this property offers additional space for outdoor living, parking, or future possibilities. A large covered carport provides convenient parking and storage for vehicles, boats, or recreational gear. Enjoy an unbeatable location overlooking the community park and just steps from the boat ramp, making this home ideal for boating, fishing, and outdoor enthusiasts. Whether you're searching for a primary residence, vacation home, or investment opportunity, this Tavernier property delivers location, versatility, and Florida Keys lifestyle appeal. 3 Beds ⋅ 3 Baths ⋅ 617836 MLS Welcome to this solid concrete home in the Florida Keys, located in Tavernier and built for durability, comfort, and island living. Featuring all-concrete construction with a concrete roof, this property offers strength, low maintenance, and peace of mind—ideal for Keys conditions. The upstairs level includes a fully remodeled 2-bedroom, 2-bathroom living space with peek-a-boo ocean views from the porch and views overlooking the community park, creating a relaxing setting with open green space and ocean breezes. The downstairs level offers a remodeled 1-bedroom, 1-bathroom area, providing flexible options for guests or extended family. Situated on a rare double lot, this property offers additional space for outdoor living, parking, or future possibilities. A large covered carport provides convenient parking and storage for vehicles, boats, or recreational gear. Enjoy an unbeatable location overlooking the community park and just steps from the boat ramp, making this home ideal for boating, fishing, and outdoor enthusiasts. Whether you're searching for a primary residence, vacation home, or investment opportunity, this Tavernier property delivers location, versatility, and Florida Keys lifestyle appeal. 134 Dove Creek Dr, Tavernier
$1,799,000 Tucked into the sought-after waterfront enclave of Cudjoe Gardens, 51 Sawyer Drive offers the rarest of Florida Keys luxuries: ground-level living above base flood elevation. Built with integrity from solid concrete block and enhanced by Pella windows and a standing seam metal roof, this residence delivers peace of mind and timeless appeal. Boaters will appreciate the 80-foot concrete dock, direct ocean access via a 60-ft wide canal, and proximity to the neighborhood marina. Enter through a covered entry into an airy Great Room with soaring ceilings and newly installed marble-look tile, giving the space a crisp, clean feel. The spacious kitchen features warm wood cabinetry, generous counter space, and casual bar seating—ideal for entertaining. A primary suite retreat includes his-and-hers closets and a spa-like bath, plus an adjacent den that offers flexibility as a 4th bedroom, home office, or studio. The attached 2-car Garage allows plenty of space for all your toys. The tropically landscaped yard with shady palms and pretty brick drive boasts picturesque curb appeal. Cudjoe Gardens offers a full-service marina, fueling station, and a charming canal-side restaurant—all moments from your front door. Just 20 miles to Key West, this is an exceptional opportunity to enjoy world-class boating and tropical elegance without stairs or compromise. 3 Beds ⋅ 3 Baths ⋅ 618500 MLS Tucked into the sought-after waterfront enclave of Cudjoe Gardens, 51 Sawyer Drive offers the rarest of Florida Keys luxuries: ground-level living above base flood elevation. Built with integrity from solid concrete block and enhanced by Pella windows and a standing seam metal roof, this residence delivers peace of mind and timeless appeal. Boaters will appreciate the 80-foot concrete dock, direct ocean access via a 60-ft wide canal, and proximity to the neighborhood marina. Enter through a covered entry into an airy Great Room with soaring ceilings and newly installed marble-look tile, giving the space a crisp, clean feel. The spacious kitchen features warm wood cabinetry, generous counter space, and casual bar seating—ideal for entertaining. A primary suite retreat includes his-and-hers closets and a spa-like bath, plus an adjacent den that offers flexibility as a 4th bedroom, home office, or studio. The attached 2-car Garage allows plenty of space for all your toys. The tropically landscaped yard with shady palms and pretty brick drive boasts picturesque curb appeal. Cudjoe Gardens offers a full-service marina, fueling station, and a charming canal-side restaurant—all moments from your front door. Just 20 miles to Key West, this is an exceptional opportunity to enjoy world-class boating and tropical elegance without stairs or compromise. 51 Sawyer Dr, Cudjoe
$750,000 SELLER FINANCING AVAILABLE! This unique property offers five bedrooms and three bathrooms with multiple spacious screened porches for relaxing in the Keys breeze. The home sits on ONE LOT, accompanied by a SEPARATE VACANT LOT with scenic walking paths and lush tropical foliage. Located near a County park featuring boat ramps, a beach, swim lagoon, playground, and ball fields, this property offers endless recreation. This is a great opportunity in a prime location. 5 Beds ⋅ 3 Baths ⋅ 614231 MLS SELLER FINANCING AVAILABLE! This unique property offers five bedrooms and three bathrooms with multiple spacious screened porches for relaxing in the Keys breeze. The home sits on ONE LOT, accompanied by a SEPARATE VACANT LOT with scenic walking paths and lush tropical foliage. Located near a County park featuring boat ramps, a beach, swim lagoon, playground, and ball fields, this property offers endless recreation. This is a great opportunity in a prime location. 185 Dove Lake Dr, Tavernier
$1,175,000 Attention investors and business owners: This four-unit apartment building presents a compelling opportunity in the heart of the Florida Keys, offering immediate income with long-term strategic value. Each of the four units features a comfortable two-bedroom, one-bath layout, with long-term tenants currently in place, providing stable cash flow from day one. Each apartment is separately metered for electricity, allowing tenants to manage their own usage--an added benefit for ownership efficiency. The property also offers ample on-site parking, a valuable amenity in the Keys, along with a shared laundry facility located at the rear of the property, enhancing convenience for residents. The property is currently operating at an approximate 5.87% cap rate, with clear room for growth. Rents are presently below market, creating a realistic path for increased returns, with projections indicating the potential to achieve a 7.4%+ cap rate over time as adjustments are made in accordance with applicable guidelines. Long term, this deed-restricted affordable housing property may be particularly attractive for local employers seeking workforce housing solutions and investors focused on sustainable, community-oriented assets. Ownership may support employee retention while maintaining consistent demand in a high-need market. This offering represents a rare blend of steady income, upside potential, and long-term stability in one of the most sought-after areas of the Florida Keys. 8 Beds ⋅ 4 Baths ⋅ 618043 MLS Attention investors and business owners: This four-unit apartment building presents a compelling opportunity in the heart of the Florida Keys, offering immediate income with long-term strategic value. Each of the four units features a comfortable two-bedroom, one-bath layout, with long-term tenants currently in place, providing stable cash flow from day one. Each apartment is separately metered for electricity, allowing tenants to manage their own usage--an added benefit for ownership efficiency. The property also offers ample on-site parking, a valuable amenity in the Keys, along with a shared laundry facility located at the rear of the property, enhancing convenience for residents. The property is currently operating at an approximate 5.87% cap rate, with clear room for growth. Rents are presently below market, creating a realistic path for increased returns, with projections indicating the potential to achieve a 7.4%+ cap rate over time as adjustments are made in accordance with applicable guidelines. Long term, this deed-restricted affordable housing property may be particularly attractive for local employers seeking workforce housing solutions and investors focused on sustainable, community-oriented assets. Ownership may support employee retention while maintaining consistent demand in a high-need market. This offering represents a rare blend of steady income, upside potential, and long-term stability in one of the most sought-after areas of the Florida Keys. 500 22nd St Unit 1-4, Marathon
$1,975,000 Welcome to this stunning waterfront residence at 1218 Mockingbird Rd, Key Largo, FL 33037. This exquisite four-bedroom, three-bathroom house accords an impressive 3,065 square feet of living space, perfectly designed for comfortable and luxurious living. Situated on a 0.176-acre lot, this home provides ample space for both relaxation and entertainment. As you approach the property, you'll be greeted by a charming exterior with vibrant tropical landscaping, creating an inviting atmosphere. The house features a unique and appealing architecture that stands out in the neighborhood. Inside, the open floor plan enhances the spaciousness, making it appropriate for gatherings and day-to-day living. The gourmet kitchen is a chef's dream, equipped with modern stainless steel appliances, sleek countertops, and ample cabinetry for storage. The elegant design and functional layout provide a superb space for culinary creations and casual dining alike. The living areas are generously proportioned, offering plenty of natural light and panoramic views of the surrounding beauty. Each of the four bedrooms is thoughtfully designed, providing comfort and privacy. The three full bathrooms are elegantly appointed with high-end fixtures and finishes, adding a touch of luxury to your daily routine. Step outside, and you'll discover the true highlight of this property: direct access to the water. The outdoor area accords a serene environment, complete with lush greenery and mature palms, creating a private oasis for relaxation. Whether you enjoy boating, fishing, or simply soaking up the sun, this waterfront access provides endless opportunities for enjoyment. This remarkable property combines the best of indoor and outdoor living, providing a unique opportunity to own a piece of paradise in Key Largo. Whether you're looking for a permanent residence or a retreat getaway, this home accords everything you need to experience the quintessential Florida lifestyle. 4 Beds ⋅ 3 Baths ⋅ 617844 MLS Welcome to this stunning waterfront residence at 1218 Mockingbird Rd, Key Largo, FL 33037. This exquisite four-bedroom, three-bathroom house accords an impressive 3,065 square feet of living space, perfectly designed for comfortable and luxurious living. Situated on a 0.176-acre lot, this home provides ample space for both relaxation and entertainment. As you approach the property, you'll be greeted by a charming exterior with vibrant tropical landscaping, creating an inviting atmosphere. The house features a unique and appealing architecture that stands out in the neighborhood. Inside, the open floor plan enhances the spaciousness, making it appropriate for gatherings and day-to-day living. The gourmet kitchen is a chef's dream, equipped with modern stainless steel appliances, sleek countertops, and ample cabinetry for storage. The elegant design and functional layout provide a superb space for culinary creations and casual dining alike. The living areas are generously proportioned, offering plenty of natural light and panoramic views of the surrounding beauty. Each of the four bedrooms is thoughtfully designed, providing comfort and privacy. The three full bathrooms are elegantly appointed with high-end fixtures and finishes, adding a touch of luxury to your daily routine. Step outside, and you'll discover the true highlight of this property: direct access to the water. The outdoor area accords a serene environment, complete with lush greenery and mature palms, creating a private oasis for relaxation. Whether you enjoy boating, fishing, or simply soaking up the sun, this waterfront access provides endless opportunities for enjoyment. This remarkable property combines the best of indoor and outdoor living, providing a unique opportunity to own a piece of paradise in Key Largo. Whether you're looking for a permanent residence or a retreat getaway, this home accords everything you need to experience the quintessential Florida lifestyle. 1218 Mockingbird Rd, Key Largo
$3,495,000 Welcome to Your Florida Keys retreat or income-producing rental, with 7-day rentals approved! Maison Residences presents its final developer unit, #201, offering 4 bedrooms, 4.5 bathrooms and a spacious open layout designed for true oceanside living. Step off your private elevator into a grand room with soaring 10-foot ceilings and 9-foot stacked sliders that frame endless Ocean views. The open plan connects casual dining, island seating, and a gourmet kitchen outfitted with Sub-Zero and Wolf appliances, Caesar-stone counters, and abundant storage. Oversized covered terrace expand your living space outdoors, where multiple seating areas, TV, a fireplace, and an infrared/gas grill create the ultimate setting for entertaining against the ocean backdrop. The master suite features king-sized accommodations, terrace access, and a spa-inspired ensuite with a luxurious tub and glass shower. Three additional guest suites, 2 with king beds and private balconies, 1 with two twin beds and all with en-suite baths that provide comfort and privacy. This exclusive enclave sits between the Atlantic Ocean and Florida Bay on Islamorada's most vibrant island, Upper Matecumbe Key. Maison's private grounds include over 350 feet of natural sand beach, a 155-foot day pier, lavish 86-foot lagoon-style pool, heated jacuzzi, and space for every water activity. Details such as porcelain tile, U-Line beverage center, Lynx grill, Kohler fixtures, built-in closets, and energy-efficient construction reflect luxury and comfort at every turn. Owning at Maison Residences gives you the rare flexibility to enjoy your home while also generating income. With 7-day minimum rentals approved, you can use your residence as a private retreat and still take advantage of strong demand for luxury short-term stays in Islamorada. This makes Unit 201 not only a lifestyle purchase with world-class boating, fishing, diving, and snorkeling, but also a smart investment opportunity! 4 Beds ⋅ 5 Baths ⋅ 616523 MLS Welcome to Your Florida Keys retreat or income-producing rental, with 7-day rentals approved! Maison Residences presents its final developer unit, #201, offering 4 bedrooms, 4.5 bathrooms and a spacious open layout designed for true oceanside living. Step off your private elevator into a grand room with soaring 10-foot ceilings and 9-foot stacked sliders that frame endless Ocean views. The open plan connects casual dining, island seating, and a gourmet kitchen outfitted with Sub-Zero and Wolf appliances, Caesar-stone counters, and abundant storage. Oversized covered terrace expand your living space outdoors, where multiple seating areas, TV, a fireplace, and an infrared/gas grill create the ultimate setting for entertaining against the ocean backdrop. The master suite features king-sized accommodations, terrace access, and a spa-inspired ensuite with a luxurious tub and glass shower. Three additional guest suites, 2 with king beds and private balconies, 1 with two twin beds and all with en-suite baths that provide comfort and privacy. This exclusive enclave sits between the Atlantic Ocean and Florida Bay on Islamorada's most vibrant island, Upper Matecumbe Key. Maison's private grounds include over 350 feet of natural sand beach, a 155-foot day pier, lavish 86-foot lagoon-style pool, heated jacuzzi, and space for every water activity. Details such as porcelain tile, U-Line beverage center, Lynx grill, Kohler fixtures, built-in closets, and energy-efficient construction reflect luxury and comfort at every turn. Owning at Maison Residences gives you the rare flexibility to enjoy your home while also generating income. With 7-day minimum rentals approved, you can use your residence as a private retreat and still take advantage of strong demand for luxury short-term stays in Islamorada. This makes Unit 201 not only a lifestyle purchase with world-class boating, fishing, diving, and snorkeling, but also a smart investment opportunity! 80639 Old Hwy Unit 201, Islamorada
$343,500 IMPORTANT UPDATE TO NOTE: SELLER WILL PROVIDE A $5,000 CREDIT THAT CAN BE USED FOR CLOSING COSTS OR CONDO FEES!! Excellent as an investment, primary residence, second home, or rental property. This condo is conveniently located in a shopping area with easy access to Duval and US 1. It is one of the few gated communities in Key West with secure entry. You have ample parking, storage, pool, tennis court, laundry, on site management, etc. The unit has newer flooring, newer AC unit, updated electrical panel, updated kitchen, newer appliances, even impact rated hurricane windows & doors. Don't miss this opportunity. 1 Beds ⋅ 1 Baths ⋅ 616493 MLS IMPORTANT UPDATE TO NOTE: SELLER WILL PROVIDE A $5,000 CREDIT THAT CAN BE USED FOR CLOSING COSTS OR CONDO FEES!! Excellent as an investment, primary residence, second home, or rental property. This condo is conveniently located in a shopping area with easy access to Duval and US 1. It is one of the few gated communities in Key West with secure entry. You have ample parking, storage, pool, tennis court, laundry, on site management, etc. The unit has newer flooring, newer AC unit, updated electrical panel, updated kitchen, newer appliances, even impact rated hurricane windows & doors. Don't miss this opportunity. 3312 Northside Dr Unit 405, Key West
$175,000 1 dry lot ''Transferable Development Right (TDR)'' for the Village of Islamorada. Receiver site must be scarified. No real property being exchanged. 616592 MLS 1 dry lot ''Transferable Development Right (TDR)'' for the Village of Islamorada. Receiver site must be scarified. No real property being exchanged. 1 Tdr, Not Provided
$949,000 Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 3038 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings. 3 Beds ⋅ 3 Baths ⋅ 618708 MLS Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 3038 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings. 818 Elizabeth St Unit Front, Key West
$405,000 Rare opportunity to own an oversized half-acre (21,808 SF) dry lot in the highly desirable Coco Plum neighborhood of Marathon. Ideally located directly across from Coco Plum Beach, this oversized parcel offers beautiful ocean views and endless possibilities in one of the Florida Keys' most sought-after locations. Enjoy easy access to the beach, boating, fishing, dining, and all that Marathon has to offer. Large lots in this location are becoming increasingly difficult to find. Whether you're looking to secure a future investment or explore development opportunities, this property offers a unique chance to own a prime piece of the Florida Keys lifestyle. Wake up to breathtaking views, salty breezes, and quiet serenity. Don't miss this rare chance to build steps from the beach with panoramic water views. Buyer to verify all building and development requirements with the City of Marathon. 617316 MLS Rare opportunity to own an oversized half-acre (21,808 SF) dry lot in the highly desirable Coco Plum neighborhood of Marathon. Ideally located directly across from Coco Plum Beach, this oversized parcel offers beautiful ocean views and endless possibilities in one of the Florida Keys' most sought-after locations. Enjoy easy access to the beach, boating, fishing, dining, and all that Marathon has to offer. Large lots in this location are becoming increasingly difficult to find. Whether you're looking to secure a future investment or explore development opportunities, this property offers a unique chance to own a prime piece of the Florida Keys lifestyle. Wake up to breathtaking views, salty breezes, and quiet serenity. Don't miss this rare chance to build steps from the beach with panoramic water views. Buyer to verify all building and development requirements with the City of Marathon. 300 Coco Plum Dr, Marathon
$675,000 Welcome to your private slice of paradise at Hawks Cay Resort. This beautifully updated two-bedroom, two-bath waterfront villa offers the rare opportunity to own an oceanfront-style residence in the heart of the Florida Keys. Thoughtfully renovated, the home features luxury ceramic tile flooring, stainless steel appliances and stylish furnishings throughout. New AC unit with Wi-Fi Thermostat installed in 2025, kitchen and additional interior updates were completed in 2018, while the primary bathroom was fully remodeled in 2024, adding a fresh, modern touch. Custom sliding barn doors on the bathrooms enhance both functionality and coastal charm. The property is already well on its way to meeting the requirements for the resort's rental program, providing excellent flexibility for personal use or income potential. Located in the highly desirable Sunset Village, this villa delivers breathtaking Keys sunsets right from your back porch. Enjoy effortless access to kayaking and paddleboarding from your backyard or simply relax and take in the tropical surroundings and ocean breezes. Daily rentals are permitted, an extremely rare and valuable feature in the Keys, making this an exceptional opportunity to maximize rental income. Whether you're seeking a personal retreat, an income-producing investment, or both, this is one of the finest villas currently available. Welcome home to island living at its best. Schedule your private showing today. 2 Beds ⋅ 2 Baths ⋅ 618638 MLS Welcome to your private slice of paradise at Hawks Cay Resort. This beautifully updated two-bedroom, two-bath waterfront villa offers the rare opportunity to own an oceanfront-style residence in the heart of the Florida Keys. Thoughtfully renovated, the home features luxury ceramic tile flooring, stainless steel appliances and stylish furnishings throughout. New AC unit with Wi-Fi Thermostat installed in 2025, kitchen and additional interior updates were completed in 2018, while the primary bathroom was fully remodeled in 2024, adding a fresh, modern touch. Custom sliding barn doors on the bathrooms enhance both functionality and coastal charm. The property is already well on its way to meeting the requirements for the resort's rental program, providing excellent flexibility for personal use or income potential. Located in the highly desirable Sunset Village, this villa delivers breathtaking Keys sunsets right from your back porch. Enjoy effortless access to kayaking and paddleboarding from your backyard or simply relax and take in the tropical surroundings and ocean breezes. Daily rentals are permitted, an extremely rare and valuable feature in the Keys, making this an exceptional opportunity to maximize rental income. Whether you're seeking a personal retreat, an income-producing investment, or both, this is one of the finest villas currently available. Welcome home to island living at its best. Schedule your private showing today. 5006 Sunset Village Dr, Duck Key
$10,900,000 A refined expression of waterfront living, this six-bedroom, four-bath residence is set on a desirable over ½ acre lot with panoramic water views from every room. Offering 220+ linear feet of concrete dockage with three boat lifts, the property is exceptionally suited for large vessels with effortless access to the open Florida Bay/Gulf or Ocean via Channel 5 bridge. Two separate parcels included in this sale, opening options in the future for the fortunate owner that resides here. Completely renovated in 2020, the home presents a clean, contemporary aesthetic with Viking appliances, bespoke finishes, and a subtle, neutral palette inspired by the flowing surrounding turquoise waters. A custom saltwater pool equipped with both heater and chiller provides year-round enjoyment for everyone. This Safety Harbor residence delivers both elegance and function for the discerning boater or sunset lover. Impeccably maintained and move-in ready, it offers a rare combination of low-maintenance living, thoughtful design, quiet living and enduring appeal in the Florida Keys. Private showings available by appointment. 6 Beds ⋅ 5 Baths ⋅ 618449 MLS A refined expression of waterfront living, this six-bedroom, four-bath residence is set on a desirable over ½ acre lot with panoramic water views from every room. Offering 220+ linear feet of concrete dockage with three boat lifts, the property is exceptionally suited for large vessels with effortless access to the open Florida Bay/Gulf or Ocean via Channel 5 bridge. Two separate parcels included in this sale, opening options in the future for the fortunate owner that resides here. Completely renovated in 2020, the home presents a clean, contemporary aesthetic with Viking appliances, bespoke finishes, and a subtle, neutral palette inspired by the flowing surrounding turquoise waters. A custom saltwater pool equipped with both heater and chiller provides year-round enjoyment for everyone. This Safety Harbor residence delivers both elegance and function for the discerning boater or sunset lover. Impeccably maintained and move-in ready, it offers a rare combination of low-maintenance living, thoughtful design, quiet living and enduring appeal in the Florida Keys. Private showings available by appointment. 186 & 165 Bayview Dr, Islamorada
$2,650,000 One of the last two duplex zoned, canal front, lots. New seawall in 2022. Building permits are quick in Key Colony Beach. Have your building plans reviewed and approved by the City and you are good to go. Seller / Developer will consider building as per his plans with a Pre-Construction agreement for one side of the duplex building at $2,350,000. Plans for each half duplex to be approximately 2,400 sq.ft. 4 bedrooms, 4 baths and a roof top deck. Ask for details and a review of building plans. 617895 MLS One of the last two duplex zoned, canal front, lots. New seawall in 2022. Building permits are quick in Key Colony Beach. Have your building plans reviewed and approved by the City and you are good to go. Seller / Developer will consider building as per his plans with a Pre-Construction agreement for one side of the duplex building at $2,350,000. Plans for each half duplex to be approximately 2,400 sq.ft. 4 bedrooms, 4 baths and a roof top deck. Ask for details and a review of building plans. 790 10th St, Key Colony
$825,000 This exceptional canal-front vacant lot on Lower Matecumbe Key represents a truly prime piece of cleared real estate. The permit for this property is in hand and ready for building. Seize this rare opportunity to build your dream home in a highly sought-after Keys location. 616719 MLS This exceptional canal-front vacant lot on Lower Matecumbe Key represents a truly prime piece of cleared real estate. The permit for this property is in hand and ready for building. Seize this rare opportunity to build your dream home in a highly sought-after Keys location. 149 Iroquois Dr, Islamorada
$2,199,000 INVESTORS will appreciate and experience waterfront living at its finest in this beautiful 2 story residence with a ground level elevated entry that has been renovated to achieve the perfect blend of coastal living with upscale entertaining in mind. Thoughtfully designed with an open and airy interior space, and grand entrance that flows effortlessly onto two outdoor balconies makes this residence perfect for entertaining or relaxing and enjoying the bay and sunset views. Features include a beautiful granite kitchen, custom and private bar area, open concept great room and neutral tiled flooring. The spacious chef's kitchen with granite counter tops and stainless steel appliances, a second level master suite with walk in closet, en suite bathroom with jetted tub and separate shower, three well appointed guest bedrooms, 3 bathrooms and office space off the main living area. Windowed porches allow for more living space outside of air-conditioned space as well as more entertaining room. Enjoy fishing off the dock or boating in and out of the area. The nearby community park boasts a small beach, and boat ramp which can be used to launch your boat. Restricted rentals makes this community even more desirable due to less vacation rentals and more serenity. This open water bay front home is located near Marathon Airport and the property can be purchased on one lot or can be combined with two parcels for potentially more living space, a cabana accessory structure, pool, putting green, or pickle ball court. West of Marathon Airport in a gated bay side community. Buy both for future potential living space or simply enjoy the green space overlooking the Florida Bay. Additional lot can be purchase separately and is contiguous to this home on 120 Pirates Cove Drive in exclusive and gated Stirrup Key. 4 Beds ⋅ 4 Baths ⋅ 613691 MLS INVESTORS will appreciate and experience waterfront living at its finest in this beautiful 2 story residence with a ground level elevated entry that has been renovated to achieve the perfect blend of coastal living with upscale entertaining in mind. Thoughtfully designed with an open and airy interior space, and grand entrance that flows effortlessly onto two outdoor balconies makes this residence perfect for entertaining or relaxing and enjoying the bay and sunset views. Features include a beautiful granite kitchen, custom and private bar area, open concept great room and neutral tiled flooring. The spacious chef's kitchen with granite counter tops and stainless steel appliances, a second level master suite with walk in closet, en suite bathroom with jetted tub and separate shower, three well appointed guest bedrooms, 3 bathrooms and office space off the main living area. Windowed porches allow for more living space outside of air-conditioned space as well as more entertaining room. Enjoy fishing off the dock or boating in and out of the area. The nearby community park boasts a small beach, and boat ramp which can be used to launch your boat. Restricted rentals makes this community even more desirable due to less vacation rentals and more serenity. This open water bay front home is located near Marathon Airport and the property can be purchased on one lot or can be combined with two parcels for potentially more living space, a cabana accessory structure, pool, putting green, or pickle ball court. West of Marathon Airport in a gated bay side community. Buy both for future potential living space or simply enjoy the green space overlooking the Florida Bay. Additional lot can be purchase separately and is contiguous to this home on 120 Pirates Cove Drive in exclusive and gated Stirrup Key. 120 Pirates Cove Dr, Marathon
$265,000 Professional office space located in First Professional Center. Great location in the center of Marathon, FL. Clean and updated unit with a front desk, waiting room,three separated rooms and one full bathroom. Perfect for Medical, legal office and more. Easy to show. Call agents for more details. The Monthly Condo fee is $404.31. The water is @ $70/mo, and 2 phone lines + internet $100-150/mo. Bldg Insurance included in HOA fee. 1 Beds ⋅ 1 Baths ⋅ 617495 MLS Professional office space located in First Professional Center. Great location in the center of Marathon, FL. Clean and updated unit with a front desk, waiting room,three separated rooms and one full bathroom. Perfect for Medical, legal office and more. Easy to show. Call agents for more details. The Monthly Condo fee is $404.31. The water is @ $70/mo, and 2 phone lines + internet $100-150/mo. Bldg Insurance included in HOA fee. 5701 Overseas Highway Unit 5, Marathon
$840,000 Beautifully Renovated Single-Family Home in the Florida Keys This stunning 2-bedroom, 2-bathroom home with extra guess room downstairs, fully renovated in 2024, is perfect for fishing enthusiasts and those seeking a serene island lifestyle. The property boasts a 50-foot dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a 2018 roof and a brand-new AC installed in 2024. Rentals are permitted, making it a great investment opportunity. For a full-price offer, the home comes fully furnished, including all pool tables. Don't miss out on this dream home in the Keys! SELLER MOTIVATED!! Show: 24 Hour Notice; Alarm System; Call List Agent 2 Beds ⋅ 2 Baths ⋅ 615230 MLS Beautifully Renovated Single-Family Home in the Florida Keys This stunning 2-bedroom, 2-bathroom home with extra guess room downstairs, fully renovated in 2024, is perfect for fishing enthusiasts and those seeking a serene island lifestyle. The property boasts a 50-foot dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a 2018 roof and a brand-new AC installed in 2024. Rentals are permitted, making it a great investment opportunity. For a full-price offer, the home comes fully furnished, including all pool tables. Don't miss out on this dream home in the Keys! SELLER MOTIVATED!! Show: 24 Hour Notice; Alarm System; Call List Agent 3635 Tradewinds St, Big Pine
$495,000 Fantastic Opportunity to get yourself a chic loft in Key Largo. Newly acquired vacation rental license allows for short-term rentals from this loft! Modern, open, and renovated, absolutely ready for you. Cool vibe for a weekender, or rental opportunities. (SR zoning) Shown by appointment. 1 Beds ⋅ 1 Baths ⋅ 613086 MLS Fantastic Opportunity to get yourself a chic loft in Key Largo. Newly acquired vacation rental license allows for short-term rentals from this loft! Modern, open, and renovated, absolutely ready for you. Cool vibe for a weekender, or rental opportunities. (SR zoning) Shown by appointment. 98703 Overseas Hwy, Key Largo
$2,950,000 An exquisite opportunity awaits the discerning visionary: a rare, expansive oceanfront lot gracing the serene shores of Duck Key, one of the Florida Keys' most exclusive and coveted enclaves. This prestigious parcel, nestled on the tranquil, sought-after side of West Seaview Drive, offers unparalleled south exposure--delivering golden morning light, refreshing ocean breezes, and mesmerizing sunsets over the turquoise Atlantic. Already enhanced with premium infrastructure, including a concrete seawall for enduring protection, a private dock, and a dedicated boat lift, the lot is meticulously prepared for immediate realization of your bespoke waterfront estate. In this gated island sanctuary renowned for its refined luxury, deep-water access, and intimate community elegance, envision crafting a timeless masterpiece: your personal oceanfront legacy, where every detail reflects sophistication and the sea becomes an extension of your living space. ROGO approval is required to proceed with construction, underscoring the exclusivity and measured prestige of this once-in-a-generation opportunity. Secure this irreplaceable canvas and elevate your life to extraordinary heights in paradise. 617185 MLS An exquisite opportunity awaits the discerning visionary: a rare, expansive oceanfront lot gracing the serene shores of Duck Key, one of the Florida Keys' most exclusive and coveted enclaves. This prestigious parcel, nestled on the tranquil, sought-after side of West Seaview Drive, offers unparalleled south exposure--delivering golden morning light, refreshing ocean breezes, and mesmerizing sunsets over the turquoise Atlantic. Already enhanced with premium infrastructure, including a concrete seawall for enduring protection, a private dock, and a dedicated boat lift, the lot is meticulously prepared for immediate realization of your bespoke waterfront estate. In this gated island sanctuary renowned for its refined luxury, deep-water access, and intimate community elegance, envision crafting a timeless masterpiece: your personal oceanfront legacy, where every detail reflects sophistication and the sea becomes an extension of your living space. ROGO approval is required to proceed with construction, underscoring the exclusivity and measured prestige of this once-in-a-generation opportunity. Secure this irreplaceable canvas and elevate your life to extraordinary heights in paradise. 219 W Seaview Dr, Duck
$340,000 2022 Coleman Lantern 263BH RV located in the quiet and secluded Key Largo Kampground. Deeded lot conveys with the sale (you own the land). Lot alone can be negotiable without RV transfer. 2 Bedroom/1Bath RV sits on a double entry lot that can park one boat trailer and one car or two cars and has a grandfathered shed which is no longer allowed by the county on RV Lots....perfect for vacation rental's storage. Low HOA dues of $240, This fee includes basic cable, internet and helps to maintain all that Key Largo Kampground & Marina has to offer including 40 acres of pure enjoyment: a marina, 2 swimming pools, 2 beaches, boat storage, as well as various activities such as volleyball, basketball, beanbag toss, shuffleboard, a playground and much more!, One night rentals and all the amenities of the campground makes this perfect for investors. Rental history available and comes TURNKEY. Enjoy as your second home while it pays for itself! Or make it your permanent residence. 2 Beds ⋅ 1 Baths ⋅ 618436 MLS 2022 Coleman Lantern 263BH RV located in the quiet and secluded Key Largo Kampground. Deeded lot conveys with the sale (you own the land). Lot alone can be negotiable without RV transfer. 2 Bedroom/1Bath RV sits on a double entry lot that can park one boat trailer and one car or two cars and has a grandfathered shed which is no longer allowed by the county on RV Lots....perfect for vacation rental's storage. Low HOA dues of $240, This fee includes basic cable, internet and helps to maintain all that Key Largo Kampground & Marina has to offer including 40 acres of pure enjoyment: a marina, 2 swimming pools, 2 beaches, boat storage, as well as various activities such as volleyball, basketball, beanbag toss, shuffleboard, a playground and much more!, One night rentals and all the amenities of the campground makes this perfect for investors. Rental history available and comes TURNKEY. Enjoy as your second home while it pays for itself! Or make it your permanent residence. 101551 Overseas Hwy Unit # 154, Key Largo
$1,799,000 Excellent opportunity whether looking for a private residence or an investment. This home will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a private residence. Assigned off street parking right in front of the unit. This property is being offered turnkey. Vacation Rental history available .This home has all hurricane impact windows and doors. making the unit noiseless. This condo is a freestanding building just like a single family home without the maintenance. 3 Beds ⋅ 3 Baths ⋅ 610882 MLS Excellent opportunity whether looking for a private residence or an investment. This home will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a private residence. Assigned off street parking right in front of the unit. This property is being offered turnkey. Vacation Rental history available .This home has all hurricane impact windows and doors. making the unit noiseless. This condo is a freestanding building just like a single family home without the maintenance. 1011 Simonton St Unit R1, Key West
$64,750 ROGO Lot. Letter on hand from Monroe County granting 2 points 616858 MLS ROGO Lot. Letter on hand from Monroe County granting 2 points Lot 21 Aloha, Little Torch