$2,730,000 Set within a private gated enclave, this top-floor, corner unit captures the essence of Islamorada living. Quietly elevated, effortlessly refined, and deeply connected to the surrounding seascape. Positioned to embrace sweeping Atlantic Ocean views and the iconic Alligator Reef Lighthouse, expansive walls of glass invite natural light and open water vistas into nearly every space, including each bedroom and even the baths. Thoughtfully updated with a clean, modern aesthetic, the residence balances comfort with simplicity. A minimalist kitchen appointed with Bosch appliances flows into open living spaces designed for relaxation, complemented by floating bathroom vanities, recessed lighting, blackout blinds, owner and storage closets, and carefully considered modern finishes. One of the few properties in Islamorada permitting extremely rare weekly rentals, this offering provides uncommon flexibility for both personal use and investment ownership. Beyond the residence, the community unfolds as a peaceful coastal retreat featuring a white sandy beach, resort-style pool, bocce courts, swimming pier, kayak and paddleboard launch, and a cocktail dock where the rhythm of island living naturally unfolds. The covered oceanfront balcony captures steady year-round breezes and uninterrupted views across the Atlantic. Several nearby full-service marinas provide convenient access for effortless boating throughout the Keys. Just down the Old Road, Gibb Reese Park offers open green space, shaded playgrounds, pickleball courts, gathering areas, and community amenities that enhance everyday living. Located minutes from renowned Islamorada dining, boutique shopping, and the Morada Way Arts District, Maison provides seamless access to the destination's most sought-after experiences while maintaining privacy within a boutique waterfront setting. A residence defined not by excess, but by serenity, exclusivity, and connection to one of the Florida Keys' most iconic landscapes. 3 Beds ⋅ 3 Baths ⋅ 618876 MLS Set within a private gated enclave, this top-floor, corner unit captures the essence of Islamorada living. Quietly elevated, effortlessly refined, and deeply connected to the surrounding seascape. Positioned to embrace sweeping Atlantic Ocean views and the iconic Alligator Reef Lighthouse, expansive walls of glass invite natural light and open water vistas into nearly every space, including each bedroom and even the baths. Thoughtfully updated with a clean, modern aesthetic, the residence balances comfort with simplicity. A minimalist kitchen appointed with Bosch appliances flows into open living spaces designed for relaxation, complemented by floating bathroom vanities, recessed lighting, blackout blinds, owner and storage closets, and carefully considered modern finishes. One of the few properties in Islamorada permitting extremely rare weekly rentals, this offering provides uncommon flexibility for both personal use and investment ownership. Beyond the residence, the community unfolds as a peaceful coastal retreat featuring a white sandy beach, resort-style pool, bocce courts, swimming pier, kayak and paddleboard launch, and a cocktail dock where the rhythm of island living naturally unfolds. The covered oceanfront balcony captures steady year-round breezes and uninterrupted views across the Atlantic. Several nearby full-service marinas provide convenient access for effortless boating throughout the Keys. Just down the Old Road, Gibb Reese Park offers open green space, shaded playgrounds, pickleball courts, gathering areas, and community amenities that enhance everyday living. Located minutes from renowned Islamorada dining, boutique shopping, and the Morada Way Arts District, Maison provides seamless access to the destination's most sought-after experiences while maintaining privacy within a boutique waterfront setting. A residence defined not by excess, but by serenity, exclusivity, and connection to one of the Florida Keys' most iconic landscapes. 80639 Old Hwy Unit 309, Islamorada
$2,700,000 Walk into this luxurious palace with captivating open water views. Light colors accenting the beautiful interior with matching large porcelain floors enhancing the large windows bringing the natural light inside. Gourmet kitchen for any chef to create great memories viewing the sunsets. Open patio with a great view of the pool and the outdoor entertaining areas. Three roomy suites for your family and friends to enjoy, with oversized closets and high ceilings for your pleasure. 15,000-pound boat lift for your convenance at your dock side. 3 Beds ⋅ 3 Baths ⋅ 618316 MLS Walk into this luxurious palace with captivating open water views. Light colors accenting the beautiful interior with matching large porcelain floors enhancing the large windows bringing the natural light inside. Gourmet kitchen for any chef to create great memories viewing the sunsets. Open patio with a great view of the pool and the outdoor entertaining areas. Three roomy suites for your family and friends to enjoy, with oversized closets and high ceilings for your pleasure. 15,000-pound boat lift for your convenance at your dock side. 1553 Sunrise Dr, Big Pine
$2,699,999 Welcome to one of Cudjoe Gardens' most desirable waterfront addresses Built in 2018, 20833 4th Avenue West is an exceptional CBS waterfront estate offering 4 bedrooms, 3 bathrooms, and more than 2,400 square feet of thoughtfully designed living space. Perfectly positioned on an oversized waterfront lot, this home combines outstanding boating amenities, resort-style outdoor living, and remarkably affordable insurance costs. One of the property's most impressive features is its combined flood, wind, and homeowners insurance, totaling less than $5,500 per year--an extraordinary value for a waterfront home of this caliber in the Florida Keys. Designed with boaters in mind, the property offers approximately 100 feet of concrete dockage along a wide flow-through canal with deep-water access and quick routes to both the Gulf of Mexico and Atlantic Ocean. Two boat lifts, including a 10,000-pound and 14,000-pound lift, provide ample capacity for multiple vessels, making it easy to keep your boats protected and ready for your next fishing, diving, or boating adventure.The backyard is a private tropical retreat centered around a stunning 50-foot resort-style swimming pool heated/chilled Whether you're swimming laps, entertaining guests, or simply relaxing in the Florida sunshine, this outdoor space was designed to impress. A custom tiki bar, outdoor kitchen, waterfront pergola, and expansive entertaining decks create the perfect setting for hosting family and friends while enjoying beautiful waterfront views. Inside, the open-concept floor plan is filled with natural light and designed to capture water views throughout the home. High ceilings, spacious living areas, and modern coastal finishes create an atmosphere that is both elegant and comfortable. The seamless transition between indoor and outdoor living makes this home ideal for embracing the laid-back Florida Keys lifestyle.Located within the sought-after Cudjoe Gardens community, and nearby marina 4 Beds ⋅ 3 Baths ⋅ 620277 MLS Welcome to one of Cudjoe Gardens' most desirable waterfront addresses Built in 2018, 20833 4th Avenue West is an exceptional CBS waterfront estate offering 4 bedrooms, 3 bathrooms, and more than 2,400 square feet of thoughtfully designed living space. Perfectly positioned on an oversized waterfront lot, this home combines outstanding boating amenities, resort-style outdoor living, and remarkably affordable insurance costs. One of the property's most impressive features is its combined flood, wind, and homeowners insurance, totaling less than $5,500 per year--an extraordinary value for a waterfront home of this caliber in the Florida Keys. Designed with boaters in mind, the property offers approximately 100 feet of concrete dockage along a wide flow-through canal with deep-water access and quick routes to both the Gulf of Mexico and Atlantic Ocean. Two boat lifts, including a 10,000-pound and 14,000-pound lift, provide ample capacity for multiple vessels, making it easy to keep your boats protected and ready for your next fishing, diving, or boating adventure.The backyard is a private tropical retreat centered around a stunning 50-foot resort-style swimming pool heated/chilled Whether you're swimming laps, entertaining guests, or simply relaxing in the Florida sunshine, this outdoor space was designed to impress. A custom tiki bar, outdoor kitchen, waterfront pergola, and expansive entertaining decks create the perfect setting for hosting family and friends while enjoying beautiful waterfront views. Inside, the open-concept floor plan is filled with natural light and designed to capture water views throughout the home. High ceilings, spacious living areas, and modern coastal finishes create an atmosphere that is both elegant and comfortable. The seamless transition between indoor and outdoor living makes this home ideal for embracing the laid-back Florida Keys lifestyle.Located within the sought-after Cudjoe Gardens community, and nearby marina 20833 W 4th Ave, Cudjoe
$2,699,000 Real Estate offering only, business and liquor license not included. Prime corner location with great visibility on Truman Ave. HNC -1 Zoning allows many Commercial Uses including Transient Residential, Hotels, Multi Family Residential, Single Family Residential, Business & Professional Offices, Parking Lots, Medical Services, Food Trucks and more. Restaurants are a Conditional use. There are Two parcels of real estate, 1000 and 1006 Truman Ave. total of 104.75' on Truman Ave and 113' Deep. 2025 County Appraised Values of the two real estate parcels is over $2.7 Million! The existing corner CBS building is 2,396 sf. with indoor bar, men's and women's restrooms, office & storage, plus drive through liquor store. The existing drive through may be grandfathered for another potential use. The current Bar business may also be considered grandfathered. Several major repairs include new AC unit, new Bar, all new water lines and plumbing upgrades. New roof to the corner building in 2022. There is an additional 1,588 sf. of covered outdoor Bar with outdoor entertainment area. Same absentee owners since 1998 and first time listed for sale without the business or liquor license. 2 Baths ⋅ 617611 MLS Real Estate offering only, business and liquor license not included. Prime corner location with great visibility on Truman Ave. HNC -1 Zoning allows many Commercial Uses including Transient Residential, Hotels, Multi Family Residential, Single Family Residential, Business & Professional Offices, Parking Lots, Medical Services, Food Trucks and more. Restaurants are a Conditional use. There are Two parcels of real estate, 1000 and 1006 Truman Ave. total of 104.75' on Truman Ave and 113' Deep. 2025 County Appraised Values of the two real estate parcels is over $2.7 Million! The existing corner CBS building is 2,396 sf. with indoor bar, men's and women's restrooms, office & storage, plus drive through liquor store. The existing drive through may be grandfathered for another potential use. The current Bar business may also be considered grandfathered. Several major repairs include new AC unit, new Bar, all new water lines and plumbing upgrades. New roof to the corner building in 2022. There is an additional 1,588 sf. of covered outdoor Bar with outdoor entertainment area. Same absentee owners since 1998 and first time listed for sale without the business or liquor license. 1000 Truman Ave, Key West
$2,697,500 Most sell due to medical expenses! Discover the pinnacle of island luxury in this stunning canal-front estate located in prestigious Duck Key. Completely transformed by a 2022 remodel, this 4-bedroom, 4-bathroom residence offers an effortless blend of modern sophistication and relaxed Keys living. Set on a generous 12,500-square-foot lot, the resort-style outdoor space features a custom tiki hut with an outdoor kitchen, a sparkling saltwater pool, and a 100-foot concrete seawall. Serious boaters will love the brand-new 20,000-pound lift with 50-amp service and a custom storage shed. The interior features over 3,400 square feet of beautifully finished space, including a gourmet kitchen featuring premium appliances, a bright Florida room, and expansive living areas. The thoughtful layout provides two bedrooms on the main level and two additional bedrooms upstairs, each with a private ensuite bath. The upper level also features a large balcony that captures sweeping views of the crystal-clear canal. Built with solid CBS construction, impact windows and doors, and a metal roof, this home combines refined design with peace of mind. Truly an exceptional value, this Duck Key masterpiece is ready for its new owner. Schedule your private showing today to experience the elegance and serenity of this remarkable home. 4 Beds ⋅ 4 Baths ⋅ 620247 MLS Most sell due to medical expenses! Discover the pinnacle of island luxury in this stunning canal-front estate located in prestigious Duck Key. Completely transformed by a 2022 remodel, this 4-bedroom, 4-bathroom residence offers an effortless blend of modern sophistication and relaxed Keys living. Set on a generous 12,500-square-foot lot, the resort-style outdoor space features a custom tiki hut with an outdoor kitchen, a sparkling saltwater pool, and a 100-foot concrete seawall. Serious boaters will love the brand-new 20,000-pound lift with 50-amp service and a custom storage shed. The interior features over 3,400 square feet of beautifully finished space, including a gourmet kitchen featuring premium appliances, a bright Florida room, and expansive living areas. The thoughtful layout provides two bedrooms on the main level and two additional bedrooms upstairs, each with a private ensuite bath. The upper level also features a large balcony that captures sweeping views of the crystal-clear canal. Built with solid CBS construction, impact windows and doors, and a metal roof, this home combines refined design with peace of mind. Truly an exceptional value, this Duck Key masterpiece is ready for its new owner. Schedule your private showing today to experience the elegance and serenity of this remarkable home. 1100 S Indies Dr, Duck Key
$2,685,000 This newer construction 4-bedroom, 4-bathroom waterfront residence doesn't just check all the boxes; it redefines them. Spanning 2,476 square feet, this home seamlessly blends modern design with exquisite craftsmanship, complete with top-tier amenities. At the heart of the home is a gourmet chef's kitchen featuring handcrafted fine Italian cabinetry, top-of-the-line appliances, and stunning custom finishes that flow into every room -- from the bathrooms to the doors, closets, and beyond. Designed for entertaining, this home boasts an illuminated 165-bottle wine cellar, a Sonos surround sound system indoors and out, and expansive balcony overlooking the canal. Step outside into your private oasis featuring a pool and spa framed by stone pavers, lush architect-designed tropical landscaping, and a fully fenced yard for ultimate privacy. Boaters will appreciate 60 feet of dockage, a 15,000 lb. boat lift, the popular ''KillerDock' setup, and a state-of-the-art summer kitchen just steps from the water. Located in one of Islamorada's most desirable neighborhoods, you're just a short walk to A-rated schools, local restaurants, and the neighborhood homeowner's park. Whether you're seeking a full-time residence or a weekend escape, this one delivers it all -- and then some. 4 Beds ⋅ 4 Baths ⋅ 620849 MLS This newer construction 4-bedroom, 4-bathroom waterfront residence doesn't just check all the boxes; it redefines them. Spanning 2,476 square feet, this home seamlessly blends modern design with exquisite craftsmanship, complete with top-tier amenities. At the heart of the home is a gourmet chef's kitchen featuring handcrafted fine Italian cabinetry, top-of-the-line appliances, and stunning custom finishes that flow into every room -- from the bathrooms to the doors, closets, and beyond. Designed for entertaining, this home boasts an illuminated 165-bottle wine cellar, a Sonos surround sound system indoors and out, and expansive balcony overlooking the canal. Step outside into your private oasis featuring a pool and spa framed by stone pavers, lush architect-designed tropical landscaping, and a fully fenced yard for ultimate privacy. Boaters will appreciate 60 feet of dockage, a 15,000 lb. boat lift, the popular ''KillerDock' setup, and a state-of-the-art summer kitchen just steps from the water. Located in one of Islamorada's most desirable neighborhoods, you're just a short walk to A-rated schools, local restaurants, and the neighborhood homeowner's park. Whether you're seeking a full-time residence or a weekend escape, this one delivers it all -- and then some. 121 Lake Rd, Tavernier
$2,685,000 Brand-new construction in one of Key West's most desirable residential neighborhoods, the Casa Marina area of Old Town, just blocks from upper Duval Street and four blocks from the beach. This 4 bedroom, 4.5 bath single-family home blends modern durability with relaxed island living, offering the ease of low-maintenance ownership in the highly sought-after X flood zone. Built in 2026 to Florida's toughest standards, the home features concrete board siding, impact doors and windows, and an elevated first floor. The construction is designed to withstand winds up to 180 MPH. Inside, spacious living areas with high ceilings flow comfortably to a private outdoor retreat with an inground pool and water features. All bedrooms are en-suite, with one located on the first floor. A $15,000 builder appliance credit allows you to choose the finishes and appliance brands, at cost, that best suit your lifestyle. Off-street parking adds everyday convenience, while reclaimed wood accents from the historic schooner Western Union bring a meaningful connection to Key West history into the architecture. Quiet, private, and close to everything, this home offers luxury, walkability, and the best of Key West living. 4 Beds ⋅ 5 Baths ⋅ 620332 MLS Brand-new construction in one of Key West's most desirable residential neighborhoods, the Casa Marina area of Old Town, just blocks from upper Duval Street and four blocks from the beach. This 4 bedroom, 4.5 bath single-family home blends modern durability with relaxed island living, offering the ease of low-maintenance ownership in the highly sought-after X flood zone. Built in 2026 to Florida's toughest standards, the home features concrete board siding, impact doors and windows, and an elevated first floor. The construction is designed to withstand winds up to 180 MPH. Inside, spacious living areas with high ceilings flow comfortably to a private outdoor retreat with an inground pool and water features. All bedrooms are en-suite, with one located on the first floor. A $15,000 builder appliance credit allows you to choose the finishes and appliance brands, at cost, that best suit your lifestyle. Off-street parking adds everyday convenience, while reclaimed wood accents from the historic schooner Western Union bring a meaningful connection to Key West history into the architecture. Quiet, private, and close to everything, this home offers luxury, walkability, and the best of Key West living. 1316 Royal St Unit 6, Key West
$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
$2,650,000 Two homes on open water for the price of one! Over 18,000 square foot lot, bay bottom, two building rights. Wake up to endless Gulf views and fall asleep to breathtaking sunsets at this rare waterfront estate. Tucked away at the end of a quiet road, this unique multi-family property sits directly on the Gulf, offering unmatched privacy, open water views, and direct boating access. Whether you're looking for a dream home, vacation getaway, or income-producing investment, this property delivers it all. The main home features 5 bedrooms and 4 bathrooms, highlighted by a beautiful stone fireplace, Miami-Dade pine beams, and multiple private balconies to soak in the coastal scenery. Step outside to your Gulf-front pool, private dock, hot tub, and sandy beach area--perfect for entertaining or simply enjoying the view. A separate 1-bedroom, 1-bath apartment includes its own private pool, and carport, making it ideal for guests, extended family, or living on-site while renting the main home. Why you'll love it: Direct Gulf-front with panoramic water views Licensed vacation rental with proven income history Two private pools + hot tub Private dock with easy Gulf access Flexible multi-family layout Peaceful end-of-road location Numerous upgrades and renovations Currently operating as a successful vacation rental, this property offers strong income potential or the perfect setup for a private coastal retreat. 6 Beds ⋅ 4 Baths ⋅ 618849 MLS Two homes on open water for the price of one! Over 18,000 square foot lot, bay bottom, two building rights. Wake up to endless Gulf views and fall asleep to breathtaking sunsets at this rare waterfront estate. Tucked away at the end of a quiet road, this unique multi-family property sits directly on the Gulf, offering unmatched privacy, open water views, and direct boating access. Whether you're looking for a dream home, vacation getaway, or income-producing investment, this property delivers it all. The main home features 5 bedrooms and 4 bathrooms, highlighted by a beautiful stone fireplace, Miami-Dade pine beams, and multiple private balconies to soak in the coastal scenery. Step outside to your Gulf-front pool, private dock, hot tub, and sandy beach area--perfect for entertaining or simply enjoying the view. A separate 1-bedroom, 1-bath apartment includes its own private pool, and carport, making it ideal for guests, extended family, or living on-site while renting the main home. Why you'll love it: Direct Gulf-front with panoramic water views Licensed vacation rental with proven income history Two private pools + hot tub Private dock with easy Gulf access Flexible multi-family layout Peaceful end-of-road location Numerous upgrades and renovations Currently operating as a successful vacation rental, this property offers strong income potential or the perfect setup for a private coastal retreat. 901 46th St, Marathon
$2,650,000 100 x 717 ft lot approximately 1.66 acres ocean front with real sand on the beach on Lower Matecumbe in Islamorada MM76.2. Remains of prior Utility building on property. incredible location for an ocean front beach front micro-estate in the Village of Islamorada. 616329 MLS 100 x 717 ft lot approximately 1.66 acres ocean front with real sand on the beach on Lower Matecumbe in Islamorada MM76.2. Remains of prior Utility building on property. incredible location for an ocean front beach front micro-estate in the Village of Islamorada. 76291 Overseas Hwy, 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. 617872 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. 760 10th St, Key Colony
$2,649,000 Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedrooms, 4-bathrooms but could be altered by a Buyer. Also, opportunity for buyer to customize high-end finishes to their personal taste. The entire lot was raised almost two feet and the home will be built above flood elevation, this energy-efficient ICF (Insulated Concrete Forms) home features a 1-car garage and a private pool, perfect for relaxation and entertaining. The spacious, open floor plan includes a gourmet kitchen and 3 primary suites, ensuring ample space and comfort for family and guests. Don't miss the chance to make this extraordinary home yours! 4 Beds ⋅ 4 Baths ⋅ 610331 MLS Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedrooms, 4-bathrooms but could be altered by a Buyer. Also, opportunity for buyer to customize high-end finishes to their personal taste. The entire lot was raised almost two feet and the home will be built above flood elevation, this energy-efficient ICF (Insulated Concrete Forms) home features a 1-car garage and a private pool, perfect for relaxation and entertaining. The spacious, open floor plan includes a gourmet kitchen and 3 primary suites, ensuring ample space and comfort for family and guests. Don't miss the chance to make this extraordinary home yours! 3409 Eagle Ave, Key West
$2,600,000 Surprising water views combined with maximum privacy are the signature advantages of this luxurious & well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction & added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 & a half bath home has been well maintained & never rented. Years of planting & care have gone into creating maximum privacy with lush landscaping in all directions. The pure realization of a true tropical escape: quiet, serene & secure, with no automobiles, world class amenities including an oceanfront restaurant & bar, full service spa, beautiful sand beaches, community resort style pool, tennis courts & fitness center. Plus Overlook has its own separate heated swimming pool as well. All of this just a quick ferry ride available every half hour to connect to all the action that Key West has to offer. A truly unique island experience! Check it out. 2 Beds ⋅ 3 Baths ⋅ 618441 MLS Surprising water views combined with maximum privacy are the signature advantages of this luxurious & well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction & added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 & a half bath home has been well maintained & never rented. Years of planting & care have gone into creating maximum privacy with lush landscaping in all directions. The pure realization of a true tropical escape: quiet, serene & secure, with no automobiles, world class amenities including an oceanfront restaurant & bar, full service spa, beautiful sand beaches, community resort style pool, tennis courts & fitness center. Plus Overlook has its own separate heated swimming pool as well. All of this just a quick ferry ride available every half hour to connect to all the action that Key West has to offer. A truly unique island experience! Check it out. 68 Sunset, Key West
$2,595,000 Some homes simply arrive finished -- and this Duck Key showstopper is one of them. Dressed in modern coastal farmhouse finishes and positioned along a serene canal, it delivers the rare combination most buyers spend years searching for: a seamlessly curated interior, serious boating infrastructure, and not a single update needed. The palette flows effortlessly throughout -- soft whites, warm creams, and sun-bleached sand tones that feel both elevated and livable. The main living area commands attention with soaring vaulted ceilings, anchored by a sweeping wall of windows that frames the canal like a living painting. Step through to the expansive screened patio and the boundary between indoors and out dissolves entirely. The kitchen centers around a substantial quartz island, flanked by custom oversized cabinetry and stainless appliances. Screened enclosures at both the front and rear include dedicated storage for fishing tackle and marine gear -- because the lifestyle here demands it. And then there is the dock. At a rare ninety-three feet in length with an exceptional beam width, fully equipped with water, electric, and a 24,000-pound boat lift, this is not a recreational amenity -- it is a destination. Few properties in the Keys offer this combination of length, width, and capacity. Architectural details speak to the quality throughout: a crisp standing-seam metal roof, impact-resistant windows and doors, an oversized motor court, and intentionally low-maintenance grounds. Inside, porcelain tile floors, LED-lit vanity mirrors, a double vanity in the primary suite, oversized closets, and new plumbing and light fixtures complete a home finished with genuine care. The existing patio deck can be converted back into a future swimming pool. This is Duck Key living at its finest. Schedule your private showing today. 3 Beds ⋅ 3 Baths ⋅ 620076 MLS Some homes simply arrive finished -- and this Duck Key showstopper is one of them. Dressed in modern coastal farmhouse finishes and positioned along a serene canal, it delivers the rare combination most buyers spend years searching for: a seamlessly curated interior, serious boating infrastructure, and not a single update needed. The palette flows effortlessly throughout -- soft whites, warm creams, and sun-bleached sand tones that feel both elevated and livable. The main living area commands attention with soaring vaulted ceilings, anchored by a sweeping wall of windows that frames the canal like a living painting. Step through to the expansive screened patio and the boundary between indoors and out dissolves entirely. The kitchen centers around a substantial quartz island, flanked by custom oversized cabinetry and stainless appliances. Screened enclosures at both the front and rear include dedicated storage for fishing tackle and marine gear -- because the lifestyle here demands it. And then there is the dock. At a rare ninety-three feet in length with an exceptional beam width, fully equipped with water, electric, and a 24,000-pound boat lift, this is not a recreational amenity -- it is a destination. Few properties in the Keys offer this combination of length, width, and capacity. Architectural details speak to the quality throughout: a crisp standing-seam metal roof, impact-resistant windows and doors, an oversized motor court, and intentionally low-maintenance grounds. Inside, porcelain tile floors, LED-lit vanity mirrors, a double vanity in the primary suite, oversized closets, and new plumbing and light fixtures complete a home finished with genuine care. The existing patio deck can be converted back into a future swimming pool. This is Duck Key living at its finest. Schedule your private showing today. 248 W Seaview Dr, Duck Key
$2,595,000 Price Reduction. Excellent opportunity to purchase a luxurious, modern, and refined single-family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living space and situated on a 5,896 S. F. corner lot. This CBS home has all hurricane impact rated windows & doors, flood panels for all doors, and 25 KW Generac stand by whole house generator. There is an abundance of windows & doors allowing for plenty of natural light throughout the home. True chefs kitchen features gorgeous cabinets & counter tops with all stainless steel appliances. Dual ovens, gas stove top range, and wine cooler make your kitchen complete. The kitchen opens up to your amazing living & dining room areas. From there you will find this opens up to a super nice covered outdoor patio area, in ground, salt water, and heated 27L X 9W Jacuzzi & pool with water fall. Ready to kick back and relax. Outdoor areas have travertine tiles throughout and have lush native tropical landscaping with lighting & irrigation systems. Property has a 1 car covered carport and CBS privacy fencing around entire property. This home is located within walking distance to Higgs Beach, White St. Pier, and a short distance to Key West Best restaurants, beaches, museums, and art galleries. This is truly a home where modern luxury meets Key West paradise. Listing agents are related to the sellers. 4 Beds ⋅ 3 Baths ⋅ 614088 MLS Price Reduction. Excellent opportunity to purchase a luxurious, modern, and refined single-family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living space and situated on a 5,896 S. F. corner lot. This CBS home has all hurricane impact rated windows & doors, flood panels for all doors, and 25 KW Generac stand by whole house generator. There is an abundance of windows & doors allowing for plenty of natural light throughout the home. True chefs kitchen features gorgeous cabinets & counter tops with all stainless steel appliances. Dual ovens, gas stove top range, and wine cooler make your kitchen complete. The kitchen opens up to your amazing living & dining room areas. From there you will find this opens up to a super nice covered outdoor patio area, in ground, salt water, and heated 27L X 9W Jacuzzi & pool with water fall. Ready to kick back and relax. Outdoor areas have travertine tiles throughout and have lush native tropical landscaping with lighting & irrigation systems. Property has a 1 car covered carport and CBS privacy fencing around entire property. This home is located within walking distance to Higgs Beach, White St. Pier, and a short distance to Key West Best restaurants, beaches, museums, and art galleries. This is truly a home where modern luxury meets Key West paradise. Listing agents are related to the sellers. 1501 Florida St, Key West
$2,595,000 Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure. 3 Beds ⋅ 3 Baths ⋅ 613986 MLS Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure. 508 Grinnell St, Key West
$2,595,000 Waterfront home with deep canal and direct Atlantic Ocean access that features a new metal roof, 2 new A/C's, new paint, water heaters, etc. This home can be used as a 2 bed/ 2 bath downstairs and a 3 bed / 3 bath upstairs with separate entrances to both living areas or as a 5 bed / 5 bath combined home. The property can be used as a split rental and has a 5 star rating through VRBO with over 25 + reviews so it's a great investment opportunity. The oversized pool and jacuzzi are heated with a fully permitted outdoor Tiki hut and kitchen area which is fully fenced. The 70' wide concrete deep water dock has a 20,000 elevator lift and 11,000lb davits for your boats or jet skis. Pennekamp Park with great fishing and diving. Furnishings available. . 5 Beds ⋅ 5 Baths ⋅ 612685 MLS Waterfront home with deep canal and direct Atlantic Ocean access that features a new metal roof, 2 new A/C's, new paint, water heaters, etc. This home can be used as a 2 bed/ 2 bath downstairs and a 3 bed / 3 bath upstairs with separate entrances to both living areas or as a 5 bed / 5 bath combined home. The property can be used as a split rental and has a 5 star rating through VRBO with over 25 + reviews so it's a great investment opportunity. The oversized pool and jacuzzi are heated with a fully permitted outdoor Tiki hut and kitchen area which is fully fenced. The 70' wide concrete deep water dock has a 20,000 elevator lift and 11,000lb davits for your boats or jet skis. Pennekamp Park with great fishing and diving. Furnishings available. . 23 S Exuma Rd, Key Largo
$2,590,000 Welcome to your Key West waterfront retreat. This 3bedroom 2bath home is featuring key upgrades already in place with a new roof, all new windows, updated electrical, fresh paint, and a beautiful brand new pool. Situated on an oversized 9,794 sq ft lot with room for your boat this home offers the ideal blend of comfort, outdoor living, and the flexibility to personalize over time. A rare opportunity to step into waterfront living in one of Key West's most desirable locations. 3 Beds ⋅ 2 Baths ⋅ 619667 MLS Welcome to your Key West waterfront retreat. This 3bedroom 2bath home is featuring key upgrades already in place with a new roof, all new windows, updated electrical, fresh paint, and a beautiful brand new pool. Situated on an oversized 9,794 sq ft lot with room for your boat this home offers the ideal blend of comfort, outdoor living, and the flexibility to personalize over time. A rare opportunity to step into waterfront living in one of Key West's most desirable locations. 3612 Sunrise Dr, Key West
$2,550,000 Welcome to one of Islamorada's finest homes! Located in Venetian Shores the premier boating community of Islamorada. One of only two streets in the neighborhood with curbs and street drainage system. 70ft of deep water dockage and 100ft wide canal. Direct Ocean and Bay access via Snake Creek. Draw bridge to ocean for yachts and tower boats. This home is a must see! Extremely clean and well maintained home. Fantastic layout. Upstairs you have a little over 1,900 sq ft of living space all on one floor - which includes your kitchen, living room, dining room, 3 large bedrooms and 2 bathrooms. Downstairs you have your rec room with 2 bedrooms, cabana bath and tackle room/workshop. Solid concrete construction designed to offer peace of mind during hurricane season. Conveniently located close to restaurants, shopping, Publix, schools, and hospital. 5 Beds ⋅ 3 Baths ⋅ 620127 MLS Welcome to one of Islamorada's finest homes! Located in Venetian Shores the premier boating community of Islamorada. One of only two streets in the neighborhood with curbs and street drainage system. 70ft of deep water dockage and 100ft wide canal. Direct Ocean and Bay access via Snake Creek. Draw bridge to ocean for yachts and tower boats. This home is a must see! Extremely clean and well maintained home. Fantastic layout. Upstairs you have a little over 1,900 sq ft of living space all on one floor - which includes your kitchen, living room, dining room, 3 large bedrooms and 2 bathrooms. Downstairs you have your rec room with 2 bedrooms, cabana bath and tackle room/workshop. Solid concrete construction designed to offer peace of mind during hurricane season. Conveniently located close to restaurants, shopping, Publix, schools, and hospital. 113 Villa Bella Dr, Islamorada
$2,550,000 Step into a residence that has captured the national spotlight. Recently honored as a Wall Street Journal ''House of the Week,'' 1017 Angela Street is a 118-year-old Old Town cottage masterfully reimagined for the modern connoisseur. Tucked away on a tranquil lane, yet moments from the Historic Seaport and Duval Street, this three bedroom, three and a half bath home is the ultimate blend of calm island style and sophisticated Key West living. From the quintessential front porch to the vibrant, playful interiors, every inch of this home radiates personality. The heart of the residence features rare, historic Dade County Pine walls and floors bathed in natural light, creating a warm, textured backdrop for the home's contemporary finishes. The thoughtfully designed L-shaped layout effortlessly connects the chef's kitchen-complete with granite countertops and stainless appliances-to the bar and living areas. This social heart of the home seamlessly merges with an expansive dining area, where impact-rated French doors invite the island breeze, creating a natural environment for entertaining. The floor plan includes a coveted first-floor primary suite for ultimate convenience. The home's artistic soul is further defined by a series of custom murals by artist Haley Leeper, most notably the hand-painted staircase, which creates an artistic transition to the second floor. Upstairs features a second primary bedroom with a spa-inspired bath and an intimate reading nook and an additional guest suite. The backyard is a secluded oasis, boasting a heated pool and spa with an upgraded system, outdoor shower, and Trex decking. Framed by lush tropical foliage and a magnificent, mature mango tree, this space offers a level of privacy and shade. Complete with off-street parking and a distinguished track record as a top-performing monthly rental, 1017 Angela Street is a ''turnkey'' treasure that perfectly balances historic architectural significance with lucrative investment potenti 3 Beds ⋅ 4 Baths ⋅ 619579 MLS Step into a residence that has captured the national spotlight. Recently honored as a Wall Street Journal ''House of the Week,'' 1017 Angela Street is a 118-year-old Old Town cottage masterfully reimagined for the modern connoisseur. Tucked away on a tranquil lane, yet moments from the Historic Seaport and Duval Street, this three bedroom, three and a half bath home is the ultimate blend of calm island style and sophisticated Key West living. From the quintessential front porch to the vibrant, playful interiors, every inch of this home radiates personality. The heart of the residence features rare, historic Dade County Pine walls and floors bathed in natural light, creating a warm, textured backdrop for the home's contemporary finishes. The thoughtfully designed L-shaped layout effortlessly connects the chef's kitchen-complete with granite countertops and stainless appliances-to the bar and living areas. This social heart of the home seamlessly merges with an expansive dining area, where impact-rated French doors invite the island breeze, creating a natural environment for entertaining. The floor plan includes a coveted first-floor primary suite for ultimate convenience. The home's artistic soul is further defined by a series of custom murals by artist Haley Leeper, most notably the hand-painted staircase, which creates an artistic transition to the second floor. Upstairs features a second primary bedroom with a spa-inspired bath and an intimate reading nook and an additional guest suite. The backyard is a secluded oasis, boasting a heated pool and spa with an upgraded system, outdoor shower, and Trex decking. Framed by lush tropical foliage and a magnificent, mature mango tree, this space offers a level of privacy and shade. Complete with off-street parking and a distinguished track record as a top-performing monthly rental, 1017 Angela Street is a ''turnkey'' treasure that perfectly balances historic architectural significance with lucrative investment potenti 1017 Angela St, Key West
$2,550,000 Beautifully remodeled 1998 concrete home is situated on a sprawling 47,752 sq ft lot (over one acre) with no conservation easement, this offers privacy, flexibility, and exceptional upgrades throughout. Zoned to allow one horse, the fully landscaped property features mature greenery, professional landscape lighting, and expansive grounds with ample room to add a pickleball or tennis court -- a rare opportunity to further customize your private estate. Completely renovated in 2020-2021, the home includes a new metal roof, all impact windows and doors, updated A/C systems with mini splits, tankless water heater, and a 45KW generator with a 1,000-gallon propane tank. The thoughtfully designed interior offers 4 bedrooms and 3 bathrooms, including a private third-floor primary suite with walk-in closet, balcony access, and a spacious ensuite bath with its own private balcony. The custom kitchen features a large center island with electric cooktop (piped for gas), flowing seamlessly into the main living area with a large screened-in porch off the living room. Total square footage includes 3,069 sq ft of main living space plus an additional 1,377 sq ft of enclosed entertainment space, offering endless possibilities for recreation, hobbies, or extended living -- totaling 4,446 sq ft under roof. Outdoor amenities include a 450 sq ft heated and chilled pool with spa, summer kitchen and patio, 50-amp RV hookup with sewer and water for up to a 45-ft RV, and a 2-car air-conditioned garage. With acreage, infrastructure, and modern upgrades already in place, this property offers the perfect blend of space, luxury, and future potential. Located near shopping, restaurants, Key Largo fisheries, and Key Largo Park. 4 Beds ⋅ 3 Baths ⋅ 618927 MLS Beautifully remodeled 1998 concrete home is situated on a sprawling 47,752 sq ft lot (over one acre) with no conservation easement, this offers privacy, flexibility, and exceptional upgrades throughout. Zoned to allow one horse, the fully landscaped property features mature greenery, professional landscape lighting, and expansive grounds with ample room to add a pickleball or tennis court -- a rare opportunity to further customize your private estate. Completely renovated in 2020-2021, the home includes a new metal roof, all impact windows and doors, updated A/C systems with mini splits, tankless water heater, and a 45KW generator with a 1,000-gallon propane tank. The thoughtfully designed interior offers 4 bedrooms and 3 bathrooms, including a private third-floor primary suite with walk-in closet, balcony access, and a spacious ensuite bath with its own private balcony. The custom kitchen features a large center island with electric cooktop (piped for gas), flowing seamlessly into the main living area with a large screened-in porch off the living room. Total square footage includes 3,069 sq ft of main living space plus an additional 1,377 sq ft of enclosed entertainment space, offering endless possibilities for recreation, hobbies, or extended living -- totaling 4,446 sq ft under roof. Outdoor amenities include a 450 sq ft heated and chilled pool with spa, summer kitchen and patio, 50-amp RV hookup with sewer and water for up to a 45-ft RV, and a 2-car air-conditioned garage. With acreage, infrastructure, and modern upgrades already in place, this property offers the perfect blend of space, luxury, and future potential. Located near shopping, restaurants, Key Largo fisheries, and Key Largo Park. 55 Ocean Front Dr, Key Largo
$2,550,000 🏡 Welcome to Emerald Flats a Waterfront Community in the heart of Marathon! Your brand-new dream home is here: ✨ Gated community entryway ✨ Gulf front water views and private boat docking. ✨ Built for efficiency and comfort there are 4 Bedrooms | 4 Bathrooms - space for everyone ✨ High ceilings & open floor plan for a modern feel ✨ KitchenAid stainless appliances + quartz countertops ✨ Separate bar/entertainment space ✨ Fully furnished with luxury coastal style - just bring your suitcases! ✨ Boat Slip 29 included (45' long x 14.75' wide) 📍 Location: Emerald Flats. 815 39th Street Gulf 4 Beds ⋅ 4 Baths ⋅ 616907 MLS 🏡 Welcome to Emerald Flats a Waterfront Community in the heart of Marathon! Your brand-new dream home is here: ✨ Gated community entryway ✨ Gulf front water views and private boat docking. ✨ Built for efficiency and comfort there are 4 Bedrooms | 4 Bathrooms - space for everyone ✨ High ceilings & open floor plan for a modern feel ✨ KitchenAid stainless appliances + quartz countertops ✨ Separate bar/entertainment space ✨ Fully furnished with luxury coastal style - just bring your suitcases! ✨ Boat Slip 29 included (45' long x 14.75' wide) 📍 Location: Emerald Flats. 815 39th Street Gulf 815 39th St Gulf St, Marathon
$2,550,000 HUGE 4 Bed 4 Bath Concrete Home with pool and hot tub, and 75' of dockage on a deep and clear canal. Newer (2022) Custom Concrete home with just under 2100 square feet with 3 Master Suites! Split Floor Plan with 10' ceilings, a huge open space living area with 2 of the Master Suites having direct access to the back porch. 550 sq ft of covered porch upstairs with built in Grill and Sink. Top of the line Jenn-Air appliances and Quartz and Stone Counters throughout. Tile Floors and being sold completely turnkey! Successful Vacation Rental that grossed over $250K in 2024 and 2025. Metal Roof and Impact Sliders, Doors and Windows ensuring the cheapest insurances possible. Foam board exterior concrete block walls. Closed cell spray foam insulation first floor, Tongue and groove exterior ceilings, open cell spray foam insulation in attic. Outside you are greeted by a huge outdoor living area with pool, hot tub and 75' of composite decking/dock. Easy Gulf access for boating, and a great place to kayak and paddleboard in the open bay at the end of the canal. There is a public boat ramp just down the street too! 350' Storage area downstairs with French Doors. Also has 2 Washers and Dryers, making it easier for someone doing vacation rentals. Whether a vacation rental investment property or just the perfect Family Compound, this home checks a lot of boxes. Set up your showing today! 4 Beds ⋅ 4 Baths ⋅ 617355 MLS HUGE 4 Bed 4 Bath Concrete Home with pool and hot tub, and 75' of dockage on a deep and clear canal. Newer (2022) Custom Concrete home with just under 2100 square feet with 3 Master Suites! Split Floor Plan with 10' ceilings, a huge open space living area with 2 of the Master Suites having direct access to the back porch. 550 sq ft of covered porch upstairs with built in Grill and Sink. Top of the line Jenn-Air appliances and Quartz and Stone Counters throughout. Tile Floors and being sold completely turnkey! Successful Vacation Rental that grossed over $250K in 2024 and 2025. Metal Roof and Impact Sliders, Doors and Windows ensuring the cheapest insurances possible. Foam board exterior concrete block walls. Closed cell spray foam insulation first floor, Tongue and groove exterior ceilings, open cell spray foam insulation in attic. Outside you are greeted by a huge outdoor living area with pool, hot tub and 75' of composite decking/dock. Easy Gulf access for boating, and a great place to kayak and paddleboard in the open bay at the end of the canal. There is a public boat ramp just down the street too! 350' Storage area downstairs with French Doors. Also has 2 Washers and Dryers, making it easier for someone doing vacation rentals. Whether a vacation rental investment property or just the perfect Family Compound, this home checks a lot of boxes. Set up your showing today! 207 E Bruce Ct, Marathon
$2,525,000 Located in a charming midtown neighborhood sits this beautifully renovated 4BD/2.5BA Key West home with just over 2,000sf of living space. Upon entering the home you will find a first floor bedroom or office, half bathroom and an all new kitchen with new stainless appliances, countertops, custom built in cabinetry and all new lightning. The open living room is surrounded by French doors that allow for tons of natural light & open to your private tropical oasis and a newly resurfaced heated pool, great for lounging by or entertaining family & friends. Located on the second floor you will find the primary bedroom w/ ensuite bathroom and walk in closet along with a balcony that's perfect for enjoying morning coffee. Two more additional guest bedrooms and a guest bathroom can also be found on the second floor. Further updates include all new pool equipment, interior & exterior paint, a new HVAC system, on-demand hot water heater, new tile floors, baseboards & lightning. Just a short bike ride to Key West fine restaurants, beaches, galleries, museums & world famous Duval Street, this neighborhood stunner is one not to be missed! 4 Beds ⋅ 3 Baths ⋅ 617879 MLS Located in a charming midtown neighborhood sits this beautifully renovated 4BD/2.5BA Key West home with just over 2,000sf of living space. Upon entering the home you will find a first floor bedroom or office, half bathroom and an all new kitchen with new stainless appliances, countertops, custom built in cabinetry and all new lightning. The open living room is surrounded by French doors that allow for tons of natural light & open to your private tropical oasis and a newly resurfaced heated pool, great for lounging by or entertaining family & friends. Located on the second floor you will find the primary bedroom w/ ensuite bathroom and walk in closet along with a balcony that's perfect for enjoying morning coffee. Two more additional guest bedrooms and a guest bathroom can also be found on the second floor. Further updates include all new pool equipment, interior & exterior paint, a new HVAC system, on-demand hot water heater, new tile floors, baseboards & lightning. Just a short bike ride to Key West fine restaurants, beaches, galleries, museums & world famous Duval Street, this neighborhood stunner is one not to be missed! 1427 Washington St, Key West
$2,500,000 Don't miss this rare and exceptional opportunity to build your dream home in the prestigious, gated community of Shark Key —without the wait! 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this vacant lot conveys the completed engineered architectural plans for a 4,624-square-foot single-family residence, along with a coveted ROGO permit and building permits already secured and in hand. The thoughtfully designed 5-bedroom, 4.5-bath residential blueprint features an elevator, a high-end chef's kitchen, loft, outdoor shower, fire pit, outdoor kitchen, and multiple porches/balconies that set the tone for a seamless indoor-outdoor lifestyle. The expansive fifty foot resort-style pool with sun ledge completes the vision of perfectly tailored island life. Additional conveniences include a two car garage, ample storage, and large covered patio on the ground level. This is far more than vacant land—it is a fully realized, ready-to-build masterpiece for luxurious coastal living. Shark Key residents enjoy exclusive amenities including a clubhouse, private beach, swimming lagoon, and pickleball/tennis courts- just minutes away from the world-class dining, arts, and entertainment of iconic Key West. Current architectural plans of 36 Cannon Royal are pending review by Shark Key ARB. 620498 MLS Don't miss this rare and exceptional opportunity to build your dream home in the prestigious, gated community of Shark Key —without the wait! 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this vacant lot conveys the completed engineered architectural plans for a 4,624-square-foot single-family residence, along with a coveted ROGO permit and building permits already secured and in hand. The thoughtfully designed 5-bedroom, 4.5-bath residential blueprint features an elevator, a high-end chef's kitchen, loft, outdoor shower, fire pit, outdoor kitchen, and multiple porches/balconies that set the tone for a seamless indoor-outdoor lifestyle. The expansive fifty foot resort-style pool with sun ledge completes the vision of perfectly tailored island life. Additional conveniences include a two car garage, ample storage, and large covered patio on the ground level. This is far more than vacant land—it is a fully realized, ready-to-build masterpiece for luxurious coastal living. Shark Key residents enjoy exclusive amenities including a clubhouse, private beach, swimming lagoon, and pickleball/tennis courts- just minutes away from the world-class dining, arts, and entertainment of iconic Key West. Current architectural plans of 36 Cannon Royal are pending review by Shark Key ARB. 36 Cannon Royal Dr, Shark Key
$2,500,000 Discover an exceptional investment opportunity in the heart of the Florida Keys! Situated on a spacious lot just 3 minutes from the beach and world-famous Duval Street, this unique multi-unit property offers versatility, comfort, and island-style living at its finest. The main residence features 5 bedrooms and 3 bathrooms across 2,432 total s/f, designed for both relaxation and entertaining. Enjoy a private pool with pool heater, along with the convenience of two elevated A/C units, both less than 4 years old. The second unit offers 3 bedrooms and 1 bathroom with 1,504 total s/f of living space, plus a 2-car garage and its own elevated A/C unit, also less than 4 years old. Built for peace of mind and modern living, the property includes a durable metal roof, impact windows throughout, camera security system, preparation for an electric vehicle charger, and separate electric and water meters for each unit. Whether you're seeking a primary residence, vacation retreat, or income-producing property, this rare Florida Keys gem combines location, flexibility, and outstanding features in one incredible package. 8 Beds ⋅ 4 Baths ⋅ 619978 MLS Discover an exceptional investment opportunity in the heart of the Florida Keys! Situated on a spacious lot just 3 minutes from the beach and world-famous Duval Street, this unique multi-unit property offers versatility, comfort, and island-style living at its finest. The main residence features 5 bedrooms and 3 bathrooms across 2,432 total s/f, designed for both relaxation and entertaining. Enjoy a private pool with pool heater, along with the convenience of two elevated A/C units, both less than 4 years old. The second unit offers 3 bedrooms and 1 bathroom with 1,504 total s/f of living space, plus a 2-car garage and its own elevated A/C unit, also less than 4 years old. Built for peace of mind and modern living, the property includes a durable metal roof, impact windows throughout, camera security system, preparation for an electric vehicle charger, and separate electric and water meters for each unit. Whether you're seeking a primary residence, vacation retreat, or income-producing property, this rare Florida Keys gem combines location, flexibility, and outstanding features in one incredible package. 1409 Whalton St, Key West
$2,500,000 Located in the highly desirable Venetian Shores neighborhood in Islamorada, this canal front home offers 70 feet of dockage with a brand new concrete dock and seawall, making it an excellent opportunity for boating enthusiasts. Enjoy quick and convenient access to both the Atlantic Ocean and Florida Bay through Snake Creek, one of the most sought-after boating access points in the Florida Keys. This prime location allows for easy navigation whether heading offshore or exploring the backcountry. Situated on a 7,000 square foot lot, the property features a two-bedroom, two-bathroom layout upstairs, along with a one-bedroom, one-bathroom downstairs, offering additional flexibility for guests, extended family, or bonus space. The home has been freshly painted and is ready for immediate enjoyment, while also presenting an opportunity to update, expand, or build new in a neighborhood known for redevelopment and custom homes. For boaters, this property is ready to go--complete with a new concrete dock and seawall, ideal for accommodating a large vessel. A boat lift permit has already been applied for and approved by the Village of Islamorada, providing added value and convenience for the next owner. Venetian Shores is known for its wide canals, excellent water access, and close proximity to dining, marinas, and local amenities. Whether you're looking for a primary residence, vacation home, or future investment, this property offers strong potential in one of Islamorada's most desirable waterfront communities. 3 Beds ⋅ 3 Baths ⋅ 618461 MLS Located in the highly desirable Venetian Shores neighborhood in Islamorada, this canal front home offers 70 feet of dockage with a brand new concrete dock and seawall, making it an excellent opportunity for boating enthusiasts. Enjoy quick and convenient access to both the Atlantic Ocean and Florida Bay through Snake Creek, one of the most sought-after boating access points in the Florida Keys. This prime location allows for easy navigation whether heading offshore or exploring the backcountry. Situated on a 7,000 square foot lot, the property features a two-bedroom, two-bathroom layout upstairs, along with a one-bedroom, one-bathroom downstairs, offering additional flexibility for guests, extended family, or bonus space. The home has been freshly painted and is ready for immediate enjoyment, while also presenting an opportunity to update, expand, or build new in a neighborhood known for redevelopment and custom homes. For boaters, this property is ready to go--complete with a new concrete dock and seawall, ideal for accommodating a large vessel. A boat lift permit has already been applied for and approved by the Village of Islamorada, providing added value and convenience for the next owner. Venetian Shores is known for its wide canals, excellent water access, and close proximity to dining, marinas, and local amenities. Whether you're looking for a primary residence, vacation home, or future investment, this property offers strong potential in one of Islamorada's most desirable waterfront communities. 109 Milano Dr, Islamorada
$2,499,999 Price Improvement, Family looking to relocate due to medical reasons, all offers welcome. Own a haven in the Keys. This multifamily duplex-style home with a bonus suite has been gotten nothing but upgrades with each unit offering its own private living space, entrance, kitchen, laundry, and A/C Key Features: Waterfront Living: Over 80' of concrete seawall with an 8,000 lb boat lift provides easy access to the open water and Geiger Key Marina--perfect for boating enthusiasts! Electric Gated Entry: The main unit features a secure electric gate and parking directly at your front door for ultimate convenience. Downstairs units have separate gravel parking area with additional gated access. Incredible Flexibility: Live in the spacious upstairs unit and use the downstairs units for family, guests, or as rental income. Each unit is fully self-contained. Main Upstairs Unit: Size: 3 Bedrooms / 3.5 Bathrooms The expansive living room is perfect for entertaining guests and opens up to a private deck overlooking the canal--ideal for relaxing or hosting family and friends. Kitchen: Large, open, and fully equipped with loads of storage space, a central island, and both a pre-sink and a main sink for added convenience. Private Suite: Each of the 3 bedrooms has its own private bathroom, plus there's a half bath located near the living room for guests. Upgrades: A brand new 5-ton A/C unit and duct-work were installed in 2024, ensuring the large living area stays comfortable year-round. Downstairs Unit: Size: 2 Bedrooms / 1 Bathroom Spacious living area with its own laundry room and a kitchen that's fully equipped with a large island and plenty of prep space. New A/C: A 3-ton split A/C system was recently installed in 2025. Bonus Suite: This self-contained suite includes its own living room, kitchen, laundry, and bathroom. This Suite also has two Bonus rooms. New A/C: A 2-ton A/C 6 Beds ⋅ 5 Baths ⋅ 619017 MLS Price Improvement, Family looking to relocate due to medical reasons, all offers welcome. Own a haven in the Keys. This multifamily duplex-style home with a bonus suite has been gotten nothing but upgrades with each unit offering its own private living space, entrance, kitchen, laundry, and A/C Key Features: Waterfront Living: Over 80' of concrete seawall with an 8,000 lb boat lift provides easy access to the open water and Geiger Key Marina--perfect for boating enthusiasts! Electric Gated Entry: The main unit features a secure electric gate and parking directly at your front door for ultimate convenience. Downstairs units have separate gravel parking area with additional gated access. Incredible Flexibility: Live in the spacious upstairs unit and use the downstairs units for family, guests, or as rental income. Each unit is fully self-contained. Main Upstairs Unit: Size: 3 Bedrooms / 3.5 Bathrooms The expansive living room is perfect for entertaining guests and opens up to a private deck overlooking the canal--ideal for relaxing or hosting family and friends. Kitchen: Large, open, and fully equipped with loads of storage space, a central island, and both a pre-sink and a main sink for added convenience. Private Suite: Each of the 3 bedrooms has its own private bathroom, plus there's a half bath located near the living room for guests. Upgrades: A brand new 5-ton A/C unit and duct-work were installed in 2024, ensuring the large living area stays comfortable year-round. Downstairs Unit: Size: 2 Bedrooms / 1 Bathroom Spacious living area with its own laundry room and a kitchen that's fully equipped with a large island and plenty of prep space. New A/C: A 3-ton split A/C system was recently installed in 2025. Bonus Suite: This self-contained suite includes its own living room, kitchen, laundry, and bathroom. This Suite also has two Bonus rooms. New A/C: A 2-ton A/C 6 Egret Ln, Geiger
$2,499,000 Fantastic 6 Bedroom, 4 Bath 3,248 sq. ft. waterfront pool home in Key Colony Beach, an upscale coastal community of waterfront homes that allows weekly rentals and offers a plethora of amenities including gorgeous beaches, a beach club, golf, tennis, pickleball, restaurants, parks, shopping and more! World-class fishing and diving are just minutes from your 75' concrete dock on a 100' wide crystal clear canal offering quick ocean access. After a day on the water relax by your waterfront pool or take a bike ride to one of the great restaurants the island has to offer. The 2-story home is perfect for large families and guests with living areas on both floors and 2 Primary Suites. The home has been beautifully updated including new impact doors and windows and metal roof installed in 2023. The tropically landscaped yard offers lots of curb appeal and privacy. This home is zoned for duplex and with a few modifications can be turned into one. Please ask your agent for more details. Can be sold Turn Key! 6 Beds ⋅ 4 Baths ⋅ 620359 MLS Fantastic 6 Bedroom, 4 Bath 3,248 sq. ft. waterfront pool home in Key Colony Beach, an upscale coastal community of waterfront homes that allows weekly rentals and offers a plethora of amenities including gorgeous beaches, a beach club, golf, tennis, pickleball, restaurants, parks, shopping and more! World-class fishing and diving are just minutes from your 75' concrete dock on a 100' wide crystal clear canal offering quick ocean access. After a day on the water relax by your waterfront pool or take a bike ride to one of the great restaurants the island has to offer. The 2-story home is perfect for large families and guests with living areas on both floors and 2 Primary Suites. The home has been beautifully updated including new impact doors and windows and metal roof installed in 2023. The tropically landscaped yard offers lots of curb appeal and privacy. This home is zoned for duplex and with a few modifications can be turned into one. Please ask your agent for more details. Can be sold Turn Key! 581 10th St, Key Colony
$2,499,000 Stunning modern home in New Town offering 2,525 sq. ft. of beautifully designed living space on an 8,250 sq. ft. lot. This 3-bedroom, 2 full + 2 half bath home features a desirable split floor plan with a private primary suite, complete with a walk-through closet and spa-like ensuite bath, plus two guest bedrooms and a full bath. The open-concept living, dining, and kitchen area is ideal for entertaining, highlighted by a 15-ft island and high-end Viking stainless steel appliances. The chef's kitchen also includes a wine cooler, ice maker, warming drawer, dual beverage drawers, and a dedicated coffee/wine station. Additional features include a walk-in pantry with drop-down desk, separate laundry room, and convenient half bath. Outdoor living is just as impressive, with French doors opening to a private backyard oasis featuring an Ipe wood deck, outdoor kitchen, outdoor shower, and an air-conditioned half bath. Enjoy the large heated pool and spa surrounded by lush landscaping. The property also offers a covered dual carport with built-in storage and additional brick parking for guests. Located just down the road from a public boat ramp and perfect for sunrise and sunset walks. 3 Beds ⋅ 4 Baths ⋅ 620092 MLS Stunning modern home in New Town offering 2,525 sq. ft. of beautifully designed living space on an 8,250 sq. ft. lot. This 3-bedroom, 2 full + 2 half bath home features a desirable split floor plan with a private primary suite, complete with a walk-through closet and spa-like ensuite bath, plus two guest bedrooms and a full bath. The open-concept living, dining, and kitchen area is ideal for entertaining, highlighted by a 15-ft island and high-end Viking stainless steel appliances. The chef's kitchen also includes a wine cooler, ice maker, warming drawer, dual beverage drawers, and a dedicated coffee/wine station. Additional features include a walk-in pantry with drop-down desk, separate laundry room, and convenient half bath. Outdoor living is just as impressive, with French doors opening to a private backyard oasis featuring an Ipe wood deck, outdoor kitchen, outdoor shower, and an air-conditioned half bath. Enjoy the large heated pool and spa surrounded by lush landscaping. The property also offers a covered dual carport with built-in storage and additional brick parking for guests. Located just down the road from a public boat ramp and perfect for sunrise and sunset walks. 1511 17th Ter, Key West