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$873,000

STRAIGHT SHOT to deep-water and 10 minutes to Key West. You will love beautiful Geiger Key with world-class angling, boating, and diving right from your own backyard. Offering the fastest track to blue water and offshore fishing in the Lower Keys, this house is 9 houses back from open water! 157 Mars Ln is an elevated, 3 bedroom, 2 full bath canal home with a 45 ft seawall. NO bridges, shallows or mangroves to navigate here. Bright and cheerful with an open floor plan and high ceilings, there is a permitted downstairs enclosure with almost 400 additional sf and a lovely, screened in covered porch overlooking the canal. Indoor/outdoor living is the best! Easy to maintain, over-sized corner lot w/ covered driveway and extra parking for multiple vehicles, boat trailers and an RV. An expansive, covered patio (446 sf) for those warmer days when you need a shady respite is a delightful feature of the home. Lush, manicured landscaping and tidy graveled grounds offer a serene, tropical space with easy upkeep. Outside shower, fish cutting station and room for a pool! Newer metal roof and LOW INSURANCES! Geiger Key is a fabulous neighborhood with a mix of full-time and winter residents. It offers superior boating and a laid back atmosphere. You will love the relaxing, Old Keys lifestyle. The days drift by and life is more simple here, leaving more time to enjoy the outdoors and island vibe. World-famous Geiger Key Marina and Fish Camp is just around the corner for great food, drinks and live music. It's the Lower Keys best kept secret and serene Boca Chica Beach Park is just down the road, perfect for birding, shell collecting and nature walks. This is a great home for a family or second homeowner who dreams of a waterfront getaway in the Keys. Dockage will easily allow for a 32 foot boat and is just nine houses back from open water. A MUST SEE: great, solid home, superior boating, quick access to Key West and an affordable price!

3 Beds ⋅ 2 Baths ⋅ 619973 MLS

STRAIGHT SHOT to deep-water and 10 minutes to Key West. You will love beautiful Geiger Key with world-class angling, boating, and diving right from your own backyard. Offering the fastest track to blue water and offshore fishing in the Lower Keys, this house is 9 houses back from open water! 157 Mars Ln is an elevated, 3 bedroom, 2 full bath canal home with a 45 ft seawall. NO bridges, shallows or mangroves to navigate here. Bright and cheerful with an open floor plan and high ceilings, there is a permitted downstairs enclosure with almost 400 additional sf and a lovely, screened in covered porch overlooking the canal. Indoor/outdoor living is the best! Easy to maintain, over-sized corner lot w/ covered driveway and extra parking for multiple vehicles, boat trailers and an RV. An expansive, covered patio (446 sf) for those warmer days when you need a shady respite is a delightful feature of the home. Lush, manicured landscaping and tidy graveled grounds offer a serene, tropical space with easy upkeep. Outside shower, fish cutting station and room for a pool! Newer metal roof and LOW INSURANCES! Geiger Key is a fabulous neighborhood with a mix of full-time and winter residents. It offers superior boating and a laid back atmosphere. You will love the relaxing, Old Keys lifestyle. The days drift by and life is more simple here, leaving more time to enjoy the outdoors and island vibe. World-famous Geiger Key Marina and Fish Camp is just around the corner for great food, drinks and live music. It's the Lower Keys best kept secret and serene Boca Chica Beach Park is just down the road, perfect for birding, shell collecting and nature walks. This is a great home for a family or second homeowner who dreams of a waterfront getaway in the Keys. Dockage will easily allow for a 32 foot boat and is just nine houses back from open water. A MUST SEE: great, solid home, superior boating, quick access to Key West and an affordable price!

157 Mars Ln, Geiger

$29,500,000

Newly Built Gulf-front Sanctuary with Panoramic Views, Guest and Pool Houses, Luxe Outdoor Living, and a Deepwater Navigable Dock. Set on 3 secluded acres+/- along one of the most protected stretches of the Gulf of America, 57783 Morton Street is a newly completed estate of rare scale, privacy, and modern coastal design. Surrounded by water, sandscape, and tidal ponds alive with marine life, the property offers more than 200'+/- of direct water frontage and uninterrupted views across the open Gulf. Completed in 2025 by builder and developer Alderuccio Corporation, this resilient, elevated retreat is constructed entirely of concrete and impact glass and is designed for effortless indoor-outdoor living. With three distinct finished living spaces totaling approximately 10,000 SF+/-, the estate functions as a private resort offering privacy, recreation, and exceptional access to the best of the Florida Keys. Though private and serene, the estate remains close to everything that defines Keys living. Dining, marinas, and shopping are less than ten minutes away, and the Florida Keys Marathon International Airport lies 4 miles+/- from the property for seamless private aviation access. Deepwater routes, snorkeling coves, and renowned fishing grounds are just moments from the protected 100' dock. The architecture emphasizes clarity, durability, and immersion in water and light. Walls of impact glass capture views of the Gulf, the bay, and the property's own tidal ponds, allowing natural light to animate the interiors throughout the day. Generous room proportions, ceiling heights of 10' to 12', and open circulation reinforce a sense of airiness and connection. Every finish, from porcelain flooring to quartzite counters and exterior of shell-stone, was selected for both resilience and refined coastal style. Smart home systems, solar power with battery backup, and integrated storm protection underscore a commitment to performance and longevity.

10 Beds ⋅ 13 Baths ⋅ 619972 MLS

Newly Built Gulf-front Sanctuary with Panoramic Views, Guest and Pool Houses, Luxe Outdoor Living, and a Deepwater Navigable Dock. Set on 3 secluded acres+/- along one of the most protected stretches of the Gulf of America, 57783 Morton Street is a newly completed estate of rare scale, privacy, and modern coastal design. Surrounded by water, sandscape, and tidal ponds alive with marine life, the property offers more than 200'+/- of direct water frontage and uninterrupted views across the open Gulf. Completed in 2025 by builder and developer Alderuccio Corporation, this resilient, elevated retreat is constructed entirely of concrete and impact glass and is designed for effortless indoor-outdoor living. With three distinct finished living spaces totaling approximately 10,000 SF+/-, the estate functions as a private resort offering privacy, recreation, and exceptional access to the best of the Florida Keys. Though private and serene, the estate remains close to everything that defines Keys living. Dining, marinas, and shopping are less than ten minutes away, and the Florida Keys Marathon International Airport lies 4 miles+/- from the property for seamless private aviation access. Deepwater routes, snorkeling coves, and renowned fishing grounds are just moments from the protected 100' dock. The architecture emphasizes clarity, durability, and immersion in water and light. Walls of impact glass capture views of the Gulf, the bay, and the property's own tidal ponds, allowing natural light to animate the interiors throughout the day. Generous room proportions, ceiling heights of 10' to 12', and open circulation reinforce a sense of airiness and connection. Every finish, from porcelain flooring to quartzite counters and exterior of shell-stone, was selected for both resilience and refined coastal style. Smart home systems, solar power with battery backup, and integrated storm protection underscore a commitment to performance and longevity.

57783 Morton St, Marathon

$450,000

3 Beds ⋅ 2 Baths ⋅ 619970 MLS

16107 Cadbury Ct, Other

$799,000

Big Pine charm with this newer construction 2021 Affinity home that is turn-key and sits on a stunning double lot with plenty of extra outdoor space. It has 3 bedrooms, 2 bathrooms, porcelain tile floors throughout, a beautiful open kitchen for entertaining and a large patio in the front of the house with a sliding door that let in a wonderful breeze in the evenings. The extra space that the double lot provides gives this property incredible potential for endless possibilities such as a pool, or tiki and whatever else your heart desires to create your very own tropical oasis. Fencing is in place on the sides and rear and partially fenced in at the front. Located just a few blocks from Big Pine Key Park that offers a playground, bike path, skate park, shuffleboard, basketball courts and pickleball courts. There is plenty of parking underneath the house on a concrete slab with a newly constructed enclosure with an 8 foot wide powered garage door with battery back-up. This enclosed space provides plenty of storage space for all your outdoor, fishing and boating equipment. The boat ramps are conveniently located minutes away and are free. The state road 4A ramp on Little Torch is also a great option and is only a 7-minute drive. Property is for sale unfurnished however the washer, dryer, and upstairs appliances are being sold with the home. Just a short drive to Marathon and Key West.

3 Beds ⋅ 2 Baths ⋅ 619969 MLS

Big Pine charm with this newer construction 2021 Affinity home that is turn-key and sits on a stunning double lot with plenty of extra outdoor space. It has 3 bedrooms, 2 bathrooms, porcelain tile floors throughout, a beautiful open kitchen for entertaining and a large patio in the front of the house with a sliding door that let in a wonderful breeze in the evenings. The extra space that the double lot provides gives this property incredible potential for endless possibilities such as a pool, or tiki and whatever else your heart desires to create your very own tropical oasis. Fencing is in place on the sides and rear and partially fenced in at the front. Located just a few blocks from Big Pine Key Park that offers a playground, bike path, skate park, shuffleboard, basketball courts and pickleball courts. There is plenty of parking underneath the house on a concrete slab with a newly constructed enclosure with an 8 foot wide powered garage door with battery back-up. This enclosed space provides plenty of storage space for all your outdoor, fishing and boating equipment. The boat ramps are conveniently located minutes away and are free. The state road 4A ramp on Little Torch is also a great option and is only a 7-minute drive. Property is for sale unfurnished however the washer, dryer, and upstairs appliances are being sold with the home. Just a short drive to Marathon and Key West.

31128 Ave G, Big Pine

$295,000

A HIDDEN GEM. Welcome to easy island living in the gated waterfront community of Seaside Resort on Big Coppitt Key. This 1-bedroom, 1-bath home is an excellent opportunity for retirees, military personnel, or second-home buyers looking for an AFFORDABLE place to enjoy the Florida Keys lifestyle without the upkeep of a large property. Designed for comfortable, low-maintenance living, the home features an office space along with a covered carport perfect for shaded parking, outdoor seating, or storing your Keys gear in the storage unit. Whether you're looking for a peaceful full-time residence, a seasonal retreat, or a lock-and-leave vacation property, this home checks all the boxes. An added benefit is that the roof was replaced in 2019. Seaside Resort is a quiet, friendly condominium community offering two community (salt) pools, laundry facilities, marina access, and the added peace of mind of gated security while you're away. Residents enjoy a relaxed atmosphere with convenient access to boating, fishing, restaurants, and nearby amenities. Located just a short drive from Key West (10 miles), you can enjoy all the dining, entertainment, and island charm of Key West while coming home to the quieter pace of Big Coppitt Key. An added bonus: you own the land! Please note this is a no-pet community.

1 Beds ⋅ 1 Baths ⋅ 619966 MLS

A HIDDEN GEM. Welcome to easy island living in the gated waterfront community of Seaside Resort on Big Coppitt Key. This 1-bedroom, 1-bath home is an excellent opportunity for retirees, military personnel, or second-home buyers looking for an AFFORDABLE place to enjoy the Florida Keys lifestyle without the upkeep of a large property. Designed for comfortable, low-maintenance living, the home features an office space along with a covered carport perfect for shaded parking, outdoor seating, or storing your Keys gear in the storage unit. Whether you're looking for a peaceful full-time residence, a seasonal retreat, or a lock-and-leave vacation property, this home checks all the boxes. An added benefit is that the roof was replaced in 2019. Seaside Resort is a quiet, friendly condominium community offering two community (salt) pools, laundry facilities, marina access, and the added peace of mind of gated security while you're away. Residents enjoy a relaxed atmosphere with convenient access to boating, fishing, restaurants, and nearby amenities. Located just a short drive from Key West (10 miles), you can enjoy all the dining, entertainment, and island charm of Key West while coming home to the quieter pace of Big Coppitt Key. An added bonus: you own the land! Please note this is a no-pet community.

55 Boca Chica Rd Unit 32, Big Coppitt

$530,000

This 12,500 sq. ft. double lot offers ample parking and room to add a pool, garage, tiki hut, or more. In 2022, the current owner added a metal roof, impact-resistant windows and doors, and Mitsubishi mini-split A/C units. Inside, the home features a spacious great room, three bedrooms, one updated bath, and tile floors throughout. Outside, you'll find a solar light garden, a raised storage shed as well as a covered storage area. Conveniently located near local shopping, parks, and more; it's just 20 miles from Marathon, and 30 miles from Key West. For boaters, there are several boat ramp options in the Lower Keys!

3 Beds ⋅ 1 Baths ⋅ 619964 MLS

This 12,500 sq. ft. double lot offers ample parking and room to add a pool, garage, tiki hut, or more. In 2022, the current owner added a metal roof, impact-resistant windows and doors, and Mitsubishi mini-split A/C units. Inside, the home features a spacious great room, three bedrooms, one updated bath, and tile floors throughout. Outside, you'll find a solar light garden, a raised storage shed as well as a covered storage area. Conveniently located near local shopping, parks, and more; it's just 20 miles from Marathon, and 30 miles from Key West. For boaters, there are several boat ramp options in the Lower Keys!

30372 Palm Dr, Big Pine

$6,495,000

Exceptional mixed-use investment opportunity in the heart of Tavernier at 91865 Overseas Highway. This fully renovated income-producing property features a strong tenant mix consisting of 10 residential apartments and 5 established commercial tenants, including a popular pizzeria, boutique doctor's office, hair and nail salon, coffee shop, and additional long-term businesses serving the Upper Keys community. The property has undergone extensive interior and exterior renovations with quality craftsmanship and attention to detail throughout, including high-impact windows and doors, updated plumbing and electrical systems, 2023 Metal/Shingle Roofs, new A/C units, paver walkways, exterior lighting, fresh stucco and paint, tile flooring throughout, zebra shades, and fully furnished all inclusive residential units. Positioned along the highly trafficked Overseas Highway corridor, this landmark property in the south end of Key Largo offers stable cash flow, strong rental demand, and substantial annual revenue with market-rate leases already in place. Under the current Profit & Loss Statement, the property is producing approximately a 7% return based on the asking price. Seller financing available with up to $3,000,000 owner financing offered at 4% interest-only payments for up to 3 years. A rare turnkey commercial asset in one of the Florida Keys' most desirable and supply-constrained markets.

619962 MLS

Exceptional mixed-use investment opportunity in the heart of Tavernier at 91865 Overseas Highway. This fully renovated income-producing property features a strong tenant mix consisting of 10 residential apartments and 5 established commercial tenants, including a popular pizzeria, boutique doctor's office, hair and nail salon, coffee shop, and additional long-term businesses serving the Upper Keys community. The property has undergone extensive interior and exterior renovations with quality craftsmanship and attention to detail throughout, including high-impact windows and doors, updated plumbing and electrical systems, 2023 Metal/Shingle Roofs, new A/C units, paver walkways, exterior lighting, fresh stucco and paint, tile flooring throughout, zebra shades, and fully furnished all inclusive residential units. Positioned along the highly trafficked Overseas Highway corridor, this landmark property in the south end of Key Largo offers stable cash flow, strong rental demand, and substantial annual revenue with market-rate leases already in place. Under the current Profit & Loss Statement, the property is producing approximately a 7% return based on the asking price. Seller financing available with up to $3,000,000 owner financing offered at 4% interest-only payments for up to 3 years. A rare turnkey commercial asset in one of the Florida Keys' most desirable and supply-constrained markets.

91865 Overseas Hwy, Tavernier

$3,400,000

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

3 Beds ⋅ 3 Baths ⋅ 619959 MLS

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

141 Simonton St, Key West

$725,000

Without Leaving South Florida: Private Key Largo Home With Boat Ramp & Bay Access This legal 3-bedroom Key Largo home that is increasingly difficult to find: privacy, parking, low HOA fees and easy Florida Bay access without waterfront pricing. Walk approximately 800 feet to the private homeowners' beach, dock and boat ramp. Bring the boat, RV and weekend bags. With only one neighboring property, abundant parking and flexible indoor space, this can work equally well as a weekend escape, seasonal home or full-time Keys residence, without waterfront pricing. KEY LARGO ESCAPE | $725,000 3BR • 2BA • Approx. 1,800 SF ✓ Private homeowners' beach ✓ Boat ramp + dock access ✓ Approx. 800 feet from Florida Bay ✓ Only one neighboring property ✓ Boat & RV parking ✓ Legal 3-bedroom configuration ✓ Accordion shutters ✓ Flex/work-from-home space

3 Beds ⋅ 2 Baths ⋅ 619954 MLS

Without Leaving South Florida: Private Key Largo Home With Boat Ramp & Bay Access This legal 3-bedroom Key Largo home that is increasingly difficult to find: privacy, parking, low HOA fees and easy Florida Bay access without waterfront pricing. Walk approximately 800 feet to the private homeowners' beach, dock and boat ramp. Bring the boat, RV and weekend bags. With only one neighboring property, abundant parking and flexible indoor space, this can work equally well as a weekend escape, seasonal home or full-time Keys residence, without waterfront pricing. KEY LARGO ESCAPE | $725,000 3BR • 2BA • Approx. 1,800 SF ✓ Private homeowners' beach ✓ Boat ramp + dock access ✓ Approx. 800 feet from Florida Bay ✓ Only one neighboring property ✓ Boat & RV parking ✓ Legal 3-bedroom configuration ✓ Accordion shutters ✓ Flex/work-from-home space

323 Bay View Ave, Key Largo

$12,500,000

This is set to become one of the most striking homes on Shark Key and it's already underway. A rare opportunity to own a completely brand new waterfront home in one of the Florida Keys' most exclusive gated communities. Positioned on Sea Lore Lane, this 18,750 sq ft waterfront lot offers more than 90 feet of pristine shoreline and uninterrupted open water views. Designed by Artibus Design, the residence is currently under construction and envisioned as a nearly 6,000 sq ft modern coastal showpiece with 6 bedrooms and 6.5 bathrooms. Every inch of this home is being thoughtfully built for modern waterfront living, combining bold architecture, expansive walls of glass, elevated finishes, and seamless indoor outdoor flow throughout. This is the appeal of brand new construction in the Keys. Fresh design. Modern materials. Current building standards. A home created for the way buyers want to live today. Inside, expansive open living spaces, gallery style proportions, striking focal points, an indoor gym, and a large entertainment room create a setting that feels both sophisticated and inviting. Outside, a resort style waterfront environment takes center stage with a pool, expansive covered outdoor living spaces, and a large three car garage beneath the home, all designed to maximize the incredible setting and open water views. For a limited time, a buyer has the rare opportunity to step in and customize finishes and details, helping shape the final vision while avoiding the years of planning, approvals, and uncertainty that can come with building in the Florida Keys. With construction already in progress, this is an opportunity to secure one of the most exciting new builds coming to Shark Key before completion. This is more than new construction. It's the opportunity to own one of the island's most exciting new waterfront homes and create something truly exceptional in the Florida Keys.

6 Beds ⋅ 7 Baths ⋅ 619953 MLS

This is set to become one of the most striking homes on Shark Key and it's already underway. A rare opportunity to own a completely brand new waterfront home in one of the Florida Keys' most exclusive gated communities. Positioned on Sea Lore Lane, this 18,750 sq ft waterfront lot offers more than 90 feet of pristine shoreline and uninterrupted open water views. Designed by Artibus Design, the residence is currently under construction and envisioned as a nearly 6,000 sq ft modern coastal showpiece with 6 bedrooms and 6.5 bathrooms. Every inch of this home is being thoughtfully built for modern waterfront living, combining bold architecture, expansive walls of glass, elevated finishes, and seamless indoor outdoor flow throughout. This is the appeal of brand new construction in the Keys. Fresh design. Modern materials. Current building standards. A home created for the way buyers want to live today. Inside, expansive open living spaces, gallery style proportions, striking focal points, an indoor gym, and a large entertainment room create a setting that feels both sophisticated and inviting. Outside, a resort style waterfront environment takes center stage with a pool, expansive covered outdoor living spaces, and a large three car garage beneath the home, all designed to maximize the incredible setting and open water views. For a limited time, a buyer has the rare opportunity to step in and customize finishes and details, helping shape the final vision while avoiding the years of planning, approvals, and uncertainty that can come with building in the Florida Keys. With construction already in progress, this is an opportunity to secure one of the most exciting new builds coming to Shark Key before completion. This is more than new construction. It's the opportunity to own one of the island's most exciting new waterfront homes and create something truly exceptional in the Florida Keys.

31 Sea Lore Ln, Shark Key

$347,500

1 Wet TDR - for Village of Islamorada ONLY transferable building right to use as market rate residential construction. Buyer to verify that their lot will be approved by the Village of Islamorada. Buyer to pay all costs associated with applying for the transfer to the Buyer's lot and all costs associated with the closing of transaction. OWNER FINANCING Available. This sale does not include any real property Seller is License Real Estate Broke in State of Florida

619950 MLS

1 Wet TDR - for Village of Islamorada ONLY transferable building right to use as market rate residential construction. Buyer to verify that their lot will be approved by the Village of Islamorada. Buyer to pay all costs associated with applying for the transfer to the Buyer's lot and all costs associated with the closing of transaction. OWNER FINANCING Available. This sale does not include any real property Seller is License Real Estate Broke in State of Florida

Not Provided

$1,675,000

Welcome to 606 Grinnell Street located in the heart of Old Town Key West, this charming duplex offers the perfect blend of classic Key West character and flexible living opportunities. The first-floor unit features 2 nice sized bedrooms and 1.5 baths, while the spacious second-floor unit offers 3 bedrooms and 1 bath, complete with a private rear balcony overlooking the backyard oasis. Both units feature full sized kitchens with great dining spaces, as well as living rooms too. A welcoming front porch adds to the home's island charm, creating the perfect spot to relax and enjoy the neighborhood atmosphere. Step outside to your private backyard retreat featuring a sparkling pool for your relaxation, ideal for entertaining, time off, or enjoying the Key West lifestyle year-round. Whether you're looking for an investment property, multi-generational living, or the option to live in one unit while renting the other, this versatile Old Town property offers endless potential. There's a convenient side door entrance for the 2nd unit upstairs, while having a lockout door in the first unit if you wanted access to upstairs. Nice thought for Indoor or Outdoor Access to upstairs. Just moments from world-famous Duval Street with lots of dining options, historical seaport, shopping, and nightlife experiences.

5 Beds ⋅ 3 Baths ⋅ 619947 MLS

Welcome to 606 Grinnell Street located in the heart of Old Town Key West, this charming duplex offers the perfect blend of classic Key West character and flexible living opportunities. The first-floor unit features 2 nice sized bedrooms and 1.5 baths, while the spacious second-floor unit offers 3 bedrooms and 1 bath, complete with a private rear balcony overlooking the backyard oasis. Both units feature full sized kitchens with great dining spaces, as well as living rooms too. A welcoming front porch adds to the home's island charm, creating the perfect spot to relax and enjoy the neighborhood atmosphere. Step outside to your private backyard retreat featuring a sparkling pool for your relaxation, ideal for entertaining, time off, or enjoying the Key West lifestyle year-round. Whether you're looking for an investment property, multi-generational living, or the option to live in one unit while renting the other, this versatile Old Town property offers endless potential. There's a convenient side door entrance for the 2nd unit upstairs, while having a lockout door in the first unit if you wanted access to upstairs. Nice thought for Indoor or Outdoor Access to upstairs. Just moments from world-famous Duval Street with lots of dining options, historical seaport, shopping, and nightlife experiences.

606 Grinnell St, Key West

$5,499,000

Welcome to 142 Guilford Court, a stunning bayfront home located in the highly desirable and sought out neighborhood of Hammer Point. Built in 2021 with solid concrete construction and a concrete roof, this luxury waterfront home was designed for effortless Florida Keys living with panoramic bay views from both the the living spaces and primary bedroom, exceptional outdoor spaces, and high-end finishes throughout. Offered completely turnkey furnished and professionally decorated, this 5-bedroom, 5.5-bathroom residence features approximately 3,500 square feet of interior living space spread across three levels with elevator access to all floors. Every bedroom offers its own private en-suite bathroom, creating the perfect layout for hosting family and guests in comfort and privacy. The open-concept main living area is filled with natural light and framed by expansive impact glass doors overlooking the bay. The chef's kitchen includes premium appliances, quartz countertops, a large butler's closet/pantry, warming drawer, and generous entertaining space that flows seamlessly into indoor and outdoor living areas. Outside, enjoy a resort-style bayfront setting with a concrete dock, sparkling in-ground pool, multiple balconies and patios, fenced yard, covered parking, and breathtaking sunset views over the water. Whether you are looking for a full-time residence, luxury vacation home, or premier Florida Keys waterfront retreat, this property delivers the best of island living. Located in the Tavernier, minutes from Tavernier Creek and many dining venues, 142 Guilford Court is a rare opportunity to own a newer construction bayfront home in the Florida Keys with direct water access and timeless coastal design.

5 Beds ⋅ 5 Baths ⋅ 619946 MLS

Welcome to 142 Guilford Court, a stunning bayfront home located in the highly desirable and sought out neighborhood of Hammer Point. Built in 2021 with solid concrete construction and a concrete roof, this luxury waterfront home was designed for effortless Florida Keys living with panoramic bay views from both the the living spaces and primary bedroom, exceptional outdoor spaces, and high-end finishes throughout. Offered completely turnkey furnished and professionally decorated, this 5-bedroom, 5.5-bathroom residence features approximately 3,500 square feet of interior living space spread across three levels with elevator access to all floors. Every bedroom offers its own private en-suite bathroom, creating the perfect layout for hosting family and guests in comfort and privacy. The open-concept main living area is filled with natural light and framed by expansive impact glass doors overlooking the bay. The chef's kitchen includes premium appliances, quartz countertops, a large butler's closet/pantry, warming drawer, and generous entertaining space that flows seamlessly into indoor and outdoor living areas. Outside, enjoy a resort-style bayfront setting with a concrete dock, sparkling in-ground pool, multiple balconies and patios, fenced yard, covered parking, and breathtaking sunset views over the water. Whether you are looking for a full-time residence, luxury vacation home, or premier Florida Keys waterfront retreat, this property delivers the best of island living. Located in the Tavernier, minutes from Tavernier Creek and many dining venues, 142 Guilford Court is a rare opportunity to own a newer construction bayfront home in the Florida Keys with direct water access and timeless coastal design.

142 Guilford Ct, Tavernier

$2,950,000

An Exquisite Tropical keys living experience awaits. A natural setting with sunset views in the warmth of a coastal home located along this beautiful bayside waterfront corner lot. This home is surrounded by 155 feet of seawall & a fabulous 35+ foot dock equipped with a 13,000 lb boat lift with Quick easy access to the Gulf. Ease in navigating the bay waters for docking & terrific for even the ''monster'' boats! Multiple docking configurations possible! This stilted home provides tranquil privacy & easy living. A concrete pad below provides lots of covered out door living space along with an enclosed a flex space area plus a double car garage that can handle a full size truck! Staying home for the day? Cool off in your pool or sit in the shade of the coconut trees. Want to take a water break? Private steps into the bay give you easy access to launch your kayaks or paddle boards. Enjoy the views of the gulf & sunsets from your patio & backyard. This open floor plan, high ceilings 3 bedroom, 2 bath home has amazing appointments & finishes throughout. A beautiful kitchen designed for the most discerning chef with: expansive island, stunning granite counters, nicely upgraded 1 year new SS appliances, double Pantry cabinetry & storage galore. Plus a morning coffee bar with upper & lower cabinets , sink & beverage fridge. The Primary ensuite provides a spacious room, natural light, a walk-in shower, a soaking tub & double sinks with drawer/cabinetry vanity, pendent lights plus a TV. Both bathrooms have tile decorative features along with stunning granite counters in primary & Quartz in Guest room + framed mirrors. Additional storage in separate laundry room & linen closets. The expansive patio, dock & stairs recently redone with maintenance free composite; Never have to paint or replaced. This almost new construction has barely been lived in used as a part-time getaway & Never been a rental. The construction is built 2 feet above flood elevation. A tru

3 Beds ⋅ 2 Baths ⋅ 619945 MLS

An Exquisite Tropical keys living experience awaits. A natural setting with sunset views in the warmth of a coastal home located along this beautiful bayside waterfront corner lot. This home is surrounded by 155 feet of seawall & a fabulous 35+ foot dock equipped with a 13,000 lb boat lift with Quick easy access to the Gulf. Ease in navigating the bay waters for docking & terrific for even the ''monster'' boats! Multiple docking configurations possible! This stilted home provides tranquil privacy & easy living. A concrete pad below provides lots of covered out door living space along with an enclosed a flex space area plus a double car garage that can handle a full size truck! Staying home for the day? Cool off in your pool or sit in the shade of the coconut trees. Want to take a water break? Private steps into the bay give you easy access to launch your kayaks or paddle boards. Enjoy the views of the gulf & sunsets from your patio & backyard. This open floor plan, high ceilings 3 bedroom, 2 bath home has amazing appointments & finishes throughout. A beautiful kitchen designed for the most discerning chef with: expansive island, stunning granite counters, nicely upgraded 1 year new SS appliances, double Pantry cabinetry & storage galore. Plus a morning coffee bar with upper & lower cabinets , sink & beverage fridge. The Primary ensuite provides a spacious room, natural light, a walk-in shower, a soaking tub & double sinks with drawer/cabinetry vanity, pendent lights plus a TV. Both bathrooms have tile decorative features along with stunning granite counters in primary & Quartz in Guest room + framed mirrors. Additional storage in separate laundry room & linen closets. The expansive patio, dock & stairs recently redone with maintenance free composite; Never have to paint or replaced. This almost new construction has barely been lived in used as a part-time getaway & Never been a rental. The construction is built 2 feet above flood elevation. A tru

217 Bruce Ct, Marathon

$407,000

Move right into this well-kept property. Open style with kitchen and living area combined creating an atmosphere of a gathering for an event full of memories. Kitchen counter located for serving a full-size number of gourmet creations with this gas stove. Two bedrooms with laundry inside for your pleasure. Huge carport which could easily be converted to another living area in the future. Carport for covered parking along with a utility shed for storge. Great Community at the Harborage offering a heated pool, club house, and great views and breezes from the open Ocean. Boat ramp presently out of order. Beautiful kept grounds and immaculate property.

2 Beds ⋅ 1 Baths ⋅ 619936 MLS

Move right into this well-kept property. Open style with kitchen and living area combined creating an atmosphere of a gathering for an event full of memories. Kitchen counter located for serving a full-size number of gourmet creations with this gas stove. Two bedrooms with laundry inside for your pleasure. Huge carport which could easily be converted to another living area in the future. Carport for covered parking along with a utility shed for storge. Great Community at the Harborage offering a heated pool, club house, and great views and breezes from the open Ocean. Boat ramp presently out of order. Beautiful kept grounds and immaculate property.

13 Old State Road Ky, Key Largo

$2,900,000

What does everyone want? The smallest house in a great neighborhood! THIS IS THE ONE! Tucked away in the sought-after Venetian Shores neighborhood of Islamorada, this solid CBS waterfront home is perfectly positioned for enjoying the effortless boating lifestyle the Keys are known for. With 100 feet of dockage, a 15,000 lb. boat lift, and a fish cleaning station, this home is just one lot from Snake Creek which offers immediate access to both the Atlantic Ocean and Florida Bay. Enjoy peaceful Snake Creek views and the constant reminder that the water is always just moments away. Upstairs, the open floor plan is designed to capture natural light and Snake Creek views, with vaulted ceilings creating an airy coastal feel throughout the living, dining, and kitchen areas that span the width of the home. Three sets of sliding glass doors invite the outdoors in, opening the space to breezes and waterfront scenery. Two bedrooms and one full bath complete the upper level, while downstairs offers valuable storage space, a permitted full bath, and covered carport parking. The cleared lot provides exceptional flexibility with ample room for boats on trailers, additional vehicles, or the opportunity to expand the existing home and create an even larger waterfront retreat. Don't miss out on this exceptional value!

2 Beds ⋅ 2 Baths ⋅ 619931 MLS

What does everyone want? The smallest house in a great neighborhood! THIS IS THE ONE! Tucked away in the sought-after Venetian Shores neighborhood of Islamorada, this solid CBS waterfront home is perfectly positioned for enjoying the effortless boating lifestyle the Keys are known for. With 100 feet of dockage, a 15,000 lb. boat lift, and a fish cleaning station, this home is just one lot from Snake Creek which offers immediate access to both the Atlantic Ocean and Florida Bay. Enjoy peaceful Snake Creek views and the constant reminder that the water is always just moments away. Upstairs, the open floor plan is designed to capture natural light and Snake Creek views, with vaulted ceilings creating an airy coastal feel throughout the living, dining, and kitchen areas that span the width of the home. Three sets of sliding glass doors invite the outdoors in, opening the space to breezes and waterfront scenery. Two bedrooms and one full bath complete the upper level, while downstairs offers valuable storage space, a permitted full bath, and covered carport parking. The cleared lot provides exceptional flexibility with ample room for boats on trailers, additional vehicles, or the opportunity to expand the existing home and create an even larger waterfront retreat. Don't miss out on this exceptional value!

154 Milano Dr, Islamorada

$2,290,000

MOTIVATED SELLER! Prime Old Town Key West Location with 55 ft of Truman Avenue Frontage and Fantastic Off Street Parking. The property currently consists of four licensed rental apartments; one 2BR/1BA unit and three 1BR/1BA units. Flexible layout supports a variety of uses including long-term rentals, monthly vacation rentals, employee housing, or mixed-use potential with commercial use on the ground level and residential above. The property also offers the potential to be a duplex or reimagined as a spacious single-family residence. Property formerly configured for two business offices. Perfect for your business downstairs and reside upstairs. Generous off-street parking; a rare and valuable feature in Old Town, enhances desirability for business and/or residential occupants. Classic Conch-style construction with covered porches adds to the property's island appeal and long-term value. This is an extremely well-located property with multiple use possibilities. Buyer to verify any conversion from existing use.

5 Beds ⋅ 4 Baths ⋅ 619930 MLS

MOTIVATED SELLER! Prime Old Town Key West Location with 55 ft of Truman Avenue Frontage and Fantastic Off Street Parking. The property currently consists of four licensed rental apartments; one 2BR/1BA unit and three 1BR/1BA units. Flexible layout supports a variety of uses including long-term rentals, monthly vacation rentals, employee housing, or mixed-use potential with commercial use on the ground level and residential above. The property also offers the potential to be a duplex or reimagined as a spacious single-family residence. Property formerly configured for two business offices. Perfect for your business downstairs and reside upstairs. Generous off-street parking; a rare and valuable feature in Old Town, enhances desirability for business and/or residential occupants. Classic Conch-style construction with covered porches adds to the property's island appeal and long-term value. This is an extremely well-located property with multiple use possibilities. Buyer to verify any conversion from existing use.

1104 Truman Ave, Key West

$37,500

Experience deeded ownership of the same week, each year (Week 45) at the highly desirable Galleon Resort with this premier timeshare opportunity. This unit showcases a wonderful location and some of the most spectacular sunsets in all of Key West. Filled with natural light, the residence also features a private balcony perfectly positioned to capture the stunning waterfront scenery above the resort pool. Relax with views passing sails and night cruising just beyond your doorstep. In the evenings, open the balcony doors to enjoy the warm Gulf breezes and the calming sounds of the water and the acoustic live music from the resort's tiki bar. Owners have the option to place the unit into the on-site Galleon Concierge Management rental program. Comparable 2-bedroom, 2-bath units during this week typically rent for approximately $3,885 to $5,775 per week. Annual dues are $1,585 (2025), with property taxes around $262 per year. Enjoy personal use of this exceptional resort property or choose to rent it out. Week 45 (September 1st-8th) is an ideal time to visit, with beautiful weather, lighter crowds, and the laid-back island vibe that makes Key West so special. This is a rare chance to own a prime week in one of the Galleon Resort's sought-after residences. Situated in the heart of Old Town, the timeshare deeded condo is only two blocks from Duval Street and adjacent to the Historic Seaport Marina. Take the elevator or walk downstairs to enjoy the Galleon's exceptional amenities, including an on-site tiki bar with live music, the Pirates Cove restaurant, a private beach, heated pool and hot tub, fitness center, and built-in BBQ area. Owners also enjoy resort perks such as daily poolside bingo and exclusive raffles. On-site jet ski and bike rentals are also available, and the week includes one unassigned parking space. An outstanding opportunity to own a deeded timeshare week at one of Key West's highly-rated waterfront resorts.

2 Beds ⋅ 2 Baths ⋅ 619929 MLS

Experience deeded ownership of the same week, each year (Week 45) at the highly desirable Galleon Resort with this premier timeshare opportunity. This unit showcases a wonderful location and some of the most spectacular sunsets in all of Key West. Filled with natural light, the residence also features a private balcony perfectly positioned to capture the stunning waterfront scenery above the resort pool. Relax with views passing sails and night cruising just beyond your doorstep. In the evenings, open the balcony doors to enjoy the warm Gulf breezes and the calming sounds of the water and the acoustic live music from the resort's tiki bar. Owners have the option to place the unit into the on-site Galleon Concierge Management rental program. Comparable 2-bedroom, 2-bath units during this week typically rent for approximately $3,885 to $5,775 per week. Annual dues are $1,585 (2025), with property taxes around $262 per year. Enjoy personal use of this exceptional resort property or choose to rent it out. Week 45 (September 1st-8th) is an ideal time to visit, with beautiful weather, lighter crowds, and the laid-back island vibe that makes Key West so special. This is a rare chance to own a prime week in one of the Galleon Resort's sought-after residences. Situated in the heart of Old Town, the timeshare deeded condo is only two blocks from Duval Street and adjacent to the Historic Seaport Marina. Take the elevator or walk downstairs to enjoy the Galleon's exceptional amenities, including an on-site tiki bar with live music, the Pirates Cove restaurant, a private beach, heated pool and hot tub, fitness center, and built-in BBQ area. Owners also enjoy resort perks such as daily poolside bingo and exclusive raffles. On-site jet ski and bike rentals are also available, and the week includes one unassigned parking space. An outstanding opportunity to own a deeded timeshare week at one of Key West's highly-rated waterfront resorts.

617 Front Unit B-24 Week 45, Not Provided

$2,290,000

Four Apartment Property with Off Street Parking in a Prime Old Town Key West Location with LOTS of OPTIONS! 1104 Truman Avenue is a legal four-unit property with multiple use possibilities. Generous off-street parking; a rare and valuable feature in Old Town, enhances desirability for business and/or residential occupants. Classic Conch-style construction with covered porches adds to the property's island appeal and long-term value. The property currently consists of one 2BR/1BA unit and three 1BR/1BA units, all licensed rentals.. Flexible layout supports a variety of uses including long-term rentals, monthly vacation rentals, employee housing, or mixed-use potential with possible commercial use on the ground level and residential above. The property also offers the potential to be a duplex or reimagined as a spacious single-family residence. (Buyer to verify) This is an extremely well-located property with multiple use possibilities in a high-demand rental market.

5 Beds ⋅ 4 Baths ⋅ 619927 MLS

Four Apartment Property with Off Street Parking in a Prime Old Town Key West Location with LOTS of OPTIONS! 1104 Truman Avenue is a legal four-unit property with multiple use possibilities. Generous off-street parking; a rare and valuable feature in Old Town, enhances desirability for business and/or residential occupants. Classic Conch-style construction with covered porches adds to the property's island appeal and long-term value. The property currently consists of one 2BR/1BA unit and three 1BR/1BA units, all licensed rentals.. Flexible layout supports a variety of uses including long-term rentals, monthly vacation rentals, employee housing, or mixed-use potential with possible commercial use on the ground level and residential above. The property also offers the potential to be a duplex or reimagined as a spacious single-family residence. (Buyer to verify) This is an extremely well-located property with multiple use possibilities in a high-demand rental market.

1104 Truman Ave, Key West

$889,000

Now offered at $889,000, this 2-bedroom, 2-bath Key West beachfront condo sits ground-floor at Key West by the Sea, directly across from Smathers Beach, a rare setup that lets you walk to the sand without stairs, elevators, or commuting. At 1,221 square feet, the 3BR deeded layout lives comfortably open, with room to actually use the space rather than just pass through it. Dual-zone split A/C allows personalized comfort. Hurricane-impact, soundproof windows and doors provide enhanced security, energy efficiency, and peace of mind all year long. Inside, luxurious porcelain flooring runs throughout, paired with detailed bathroom tile work chosen to match the quality of the rest of the home. The kitchen carries soft-touch cabinetry and granite countertops -- quiet, durable choices that hold up well in a beach environment, which matters more here than most out-of-state buyers realize until they've owned property in the Keys for a few years. Key West by the Sea is a managed beachfront community with resort-style amenities, meaning pool, grounds, and building upkeep are handled for you offering low-maintenance, turnkey ownership that buyers relocating from out of state especially value. The building has never flooded, a track record that matters as much as the view when you're evaluating waterfront property in the Florida Keys. This stretch of South Roosevelt Blvd sits between the Atlantic shoreline and the island's laid-back Old Town core, across the street from Smathers Beach, close to Key West International Airport, and minutes from Duval Street, the historic Bight, and Higgs Beach. It's the kind of setting where morning coffee happens on the terrace with saltwater air and pool views, evenings mean sunset over the water instead of a screen, and life moves at the pace islanders have always known: bike rides instead of traffic, conch culture instead of chain restaurants. That's the island lifestyle longtime locals like myself have watched hold its value for decades.

3 Beds ⋅ 2 Baths ⋅ 619926 MLS

Now offered at $889,000, this 2-bedroom, 2-bath Key West beachfront condo sits ground-floor at Key West by the Sea, directly across from Smathers Beach, a rare setup that lets you walk to the sand without stairs, elevators, or commuting. At 1,221 square feet, the 3BR deeded layout lives comfortably open, with room to actually use the space rather than just pass through it. Dual-zone split A/C allows personalized comfort. Hurricane-impact, soundproof windows and doors provide enhanced security, energy efficiency, and peace of mind all year long. Inside, luxurious porcelain flooring runs throughout, paired with detailed bathroom tile work chosen to match the quality of the rest of the home. The kitchen carries soft-touch cabinetry and granite countertops -- quiet, durable choices that hold up well in a beach environment, which matters more here than most out-of-state buyers realize until they've owned property in the Keys for a few years. Key West by the Sea is a managed beachfront community with resort-style amenities, meaning pool, grounds, and building upkeep are handled for you offering low-maintenance, turnkey ownership that buyers relocating from out of state especially value. The building has never flooded, a track record that matters as much as the view when you're evaluating waterfront property in the Florida Keys. This stretch of South Roosevelt Blvd sits between the Atlantic shoreline and the island's laid-back Old Town core, across the street from Smathers Beach, close to Key West International Airport, and minutes from Duval Street, the historic Bight, and Higgs Beach. It's the kind of setting where morning coffee happens on the terrace with saltwater air and pool views, evenings mean sunset over the water instead of a screen, and life moves at the pace islanders have always known: bike rides instead of traffic, conch culture instead of chain restaurants. That's the island lifestyle longtime locals like myself have watched hold its value for decades.

2601 S Roosevelt Blvd Unit APT 103C, Key West

$719,999

Fully Furnished Waterfront Condo in OceanPointe. Oceanpointe is one of the few resorts that allows Short Term Rentals in the Florida Keys. Each building in the Resort is undergoing building and common area renovations as depicted in the VIRTUAL pictures of the planned Common Area and building 5 Renovation Project. Some of the buidlings have already undergone Renovations. The planned renovations to unit 5308 in building 5 are pending board approval. Your ultimate rest and relaxation vacation awaits at unit 5308. this pristine and upgraded 2 bedroom, 2 bath condo is in sought after BUILDING 5 at OCEAN POINTE SUITES & MARINA! BUILDING 5 is the closest to the POOL, MARINA and BEACH. Enjoy SWEEPING OCEAN AND MARINA views from one of the two balconies while sipping your morning coffee or tea, and your evening cocktail or mocktail. Nature lover? There is an Osprey nest just a few of hundred yards away from the balcony off the Living Room. FULLY FURNISHED Very desirable UPDATED 'D' MODEL unit in BLDG 5 at OceanPointe. Bldg 5 is centrally located near both the pool and marina. The 'D' model features the primary bedroom facing the waterfront and has a private balcony. Professionally updated with high end finishes, including brand new furniture, stainless steel appliances, quartz counter tops, new luxury vinyl plank floors, IMPACT Doors and Windows. OceanPointe is directly on the Atlantic side of the Keys, and features a Private Marina, Private Boat Ramp, Onsite Boat & Trailer Parking, Private Beach, Private Fishing Pier, a huge Pool and Spa, Lighted Tennis and Pickle Ball Courts. OceanPointe is tucked away off US1 and is 1 mile away from Harry Harris Beach Park.

2 Beds ⋅ 2 Baths ⋅ 619924 MLS

Fully Furnished Waterfront Condo in OceanPointe. Oceanpointe is one of the few resorts that allows Short Term Rentals in the Florida Keys. Each building in the Resort is undergoing building and common area renovations as depicted in the VIRTUAL pictures of the planned Common Area and building 5 Renovation Project. Some of the buidlings have already undergone Renovations. The planned renovations to unit 5308 in building 5 are pending board approval. Your ultimate rest and relaxation vacation awaits at unit 5308. this pristine and upgraded 2 bedroom, 2 bath condo is in sought after BUILDING 5 at OCEAN POINTE SUITES & MARINA! BUILDING 5 is the closest to the POOL, MARINA and BEACH. Enjoy SWEEPING OCEAN AND MARINA views from one of the two balconies while sipping your morning coffee or tea, and your evening cocktail or mocktail. Nature lover? There is an Osprey nest just a few of hundred yards away from the balcony off the Living Room. FULLY FURNISHED Very desirable UPDATED 'D' MODEL unit in BLDG 5 at OceanPointe. Bldg 5 is centrally located near both the pool and marina. The 'D' model features the primary bedroom facing the waterfront and has a private balcony. Professionally updated with high end finishes, including brand new furniture, stainless steel appliances, quartz counter tops, new luxury vinyl plank floors, IMPACT Doors and Windows. OceanPointe is directly on the Atlantic side of the Keys, and features a Private Marina, Private Boat Ramp, Onsite Boat & Trailer Parking, Private Beach, Private Fishing Pier, a huge Pool and Spa, Lighted Tennis and Pickle Ball Courts. OceanPointe is tucked away off US1 and is 1 mile away from Harry Harris Beach Park.

500 Burton Dr Unit 5308, Tavernier

$1,269,000

Discover your personal sanctuary in the heart of Cudjoe Key, where authentic Florida Keys charm meets modern coastal luxury. This stunning 2-bedroom, 2-bathroom home has been thoughtfully updated to offer the ultimate waterfront lifestyle, just 21 miles from Key West's world-class dining and entertainment. The interior glows with natural light, highlighted by impact-resistant windows and elegant French doors leading to an open canal front balcony. The floor plan is designed for effortless living, featuring a sleek kitchen with a central island, 2025 updated Oven, Dishwasher, & microwave, remodeled bathrooms, a versatile bonus room, and a separate dining area that provides a front-row seat to the tranquil canal. For added convenience, the spacious walk-in closet includes an integrated washer and dryer, while a temperature-controlled thermostat and security system ensure year-round peace of mind. Perfectly situated for the avid mariner, the exterior features a concrete dock and a 10,000lb elevator boat lift. The lift currently accommodates a 2024 Boston Whaler 250 Outrage with twin 200hp Mercury Verado engines (no trailer), which is available for separate purchase. Enjoy a short, scenic canal ride from your backyard directly to the open ocean. Step outside into a secluded tropical retreat. The exterior boasts brand-new Hardie Board siding and a privacy fence encompassing an inground concrete pool finished with an elegant travertine pool deck. Beneath the home, a shaded entertaining space provides the perfect spot for lounging, complete with an outdoor shower and ample storage for kayaks, grill and water toys. Complete with a dedicated garage and plenty of parking, this property is the perfect home for family enjoyment as a primary residence or a seasonal retreat. Whether you are looking to make wonderful lifelong memories or simply wish to offset ownership expenses with a winter rental, this Cudjoe Key gem captures that sought-after ''Keys feel'' in every

2 Beds ⋅ 2 Baths ⋅ 619922 MLS

Discover your personal sanctuary in the heart of Cudjoe Key, where authentic Florida Keys charm meets modern coastal luxury. This stunning 2-bedroom, 2-bathroom home has been thoughtfully updated to offer the ultimate waterfront lifestyle, just 21 miles from Key West's world-class dining and entertainment. The interior glows with natural light, highlighted by impact-resistant windows and elegant French doors leading to an open canal front balcony. The floor plan is designed for effortless living, featuring a sleek kitchen with a central island, 2025 updated Oven, Dishwasher, & microwave, remodeled bathrooms, a versatile bonus room, and a separate dining area that provides a front-row seat to the tranquil canal. For added convenience, the spacious walk-in closet includes an integrated washer and dryer, while a temperature-controlled thermostat and security system ensure year-round peace of mind. Perfectly situated for the avid mariner, the exterior features a concrete dock and a 10,000lb elevator boat lift. The lift currently accommodates a 2024 Boston Whaler 250 Outrage with twin 200hp Mercury Verado engines (no trailer), which is available for separate purchase. Enjoy a short, scenic canal ride from your backyard directly to the open ocean. Step outside into a secluded tropical retreat. The exterior boasts brand-new Hardie Board siding and a privacy fence encompassing an inground concrete pool finished with an elegant travertine pool deck. Beneath the home, a shaded entertaining space provides the perfect spot for lounging, complete with an outdoor shower and ample storage for kayaks, grill and water toys. Complete with a dedicated garage and plenty of parking, this property is the perfect home for family enjoyment as a primary residence or a seasonal retreat. Whether you are looking to make wonderful lifelong memories or simply wish to offset ownership expenses with a winter rental, this Cudjoe Key gem captures that sought-after ''Keys feel'' in every

116 Spanish Main Dr, Cudjoe

$4,390,000

Welcome to an elevated expression of island living at 23 Treasure Road in the heart of the Florida Keys. This impeccably maintained waterfront residence showcases breathtaking panoramic ocean views from every vantage point, including the pool, main living areas, dining space, primary suite, and tiki hut. Designed for effortless entertaining and everyday enjoyment, the pool is ideally positioned on the main living level alongside the kitchen and gathering spaces, creating a seamless indoor-outdoor flow rarely found in waterfront homes. Relax poolside while enjoying ocean breezes and endless blue water views. The upper level features two beautifully appointed bedrooms and three baths, enhanced by impact-rated doors, windows, and hurricane sliders for style and peace of mind. Downstairs, a private guest suite and expansive finished bonus space provide flexibility for guests, entertaining, or recreation. The oversized dual-entry garage accommodates up to three vehicles and offers exceptional space for the Florida Keys lifestyle, with plenty of room for fishing gear, dive equipment, water toys, and additional storage. A dedicated tackle room adds convenience for avid anglers and boaters alike. Along the water's edge, a substantial 200 foot rock seawall provides protection and presence, while the private boat ramp, dock, and boat lift offer effortless access to world-class boating and fishing. Two separate gated entrances welcome you into a lush, meticulously landscaped setting complete with privacy walls, mature hedges, and fencing for a serene and secluded atmosphere. Situated on an oversized parcel, this rare waterfront offering presents an exceptional opportunity to enjoy the ultimate private coastal retreat in the Florida Keys.

3 Beds ⋅ 3 Baths ⋅ 619918 MLS

Welcome to an elevated expression of island living at 23 Treasure Road in the heart of the Florida Keys. This impeccably maintained waterfront residence showcases breathtaking panoramic ocean views from every vantage point, including the pool, main living areas, dining space, primary suite, and tiki hut. Designed for effortless entertaining and everyday enjoyment, the pool is ideally positioned on the main living level alongside the kitchen and gathering spaces, creating a seamless indoor-outdoor flow rarely found in waterfront homes. Relax poolside while enjoying ocean breezes and endless blue water views. The upper level features two beautifully appointed bedrooms and three baths, enhanced by impact-rated doors, windows, and hurricane sliders for style and peace of mind. Downstairs, a private guest suite and expansive finished bonus space provide flexibility for guests, entertaining, or recreation. The oversized dual-entry garage accommodates up to three vehicles and offers exceptional space for the Florida Keys lifestyle, with plenty of room for fishing gear, dive equipment, water toys, and additional storage. A dedicated tackle room adds convenience for avid anglers and boaters alike. Along the water's edge, a substantial 200 foot rock seawall provides protection and presence, while the private boat ramp, dock, and boat lift offer effortless access to world-class boating and fishing. Two separate gated entrances welcome you into a lush, meticulously landscaped setting complete with privacy walls, mature hedges, and fencing for a serene and secluded atmosphere. Situated on an oversized parcel, this rare waterfront offering presents an exceptional opportunity to enjoy the ultimate private coastal retreat in the Florida Keys.

23 Treasure Rd, Marathon

$1,199,900

SELLER WILL GIVE A $20,000.00 BUYER CLOSING CREDIT! Welcome to your private paradise in the Lower Keys! This beautifully updated 2-bedroom, 2-bathroom two-story home offers the ultimate island escape with unmatched privacy -- no direct neighbors on any side, just peaceful surroundings, tropical landscaping, and the charm of the native Key Deer. Designed for true Florida Keys living, the outdoor space is a showstopper. Enjoy a brand-new heated concrete pool, concrete dock with both a boat lift and jet ski lift, and an elevated sundeck perfect for sunbathing or taking in serene canal views. The professionally landscaped backyard creates a lush tropical retreat complete with paver decking and a tiki hut ideal for entertaining or relaxing poolside. Inside, the home features numerous upgrades and renovations throughout. The fully enclosed and renovated ground level provides excellent guest accommodations, entertaining space, and additional storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, as well as electronic roll-down screens for shade and storm protection. Whether you're boating, entertaining, relaxing by the pool, or enjoying the surrounding wildlife, this exceptional property captures the very best of Lower Keys waterfront living.

2 Beds ⋅ 2 Baths ⋅ 619915 MLS

SELLER WILL GIVE A $20,000.00 BUYER CLOSING CREDIT! Welcome to your private paradise in the Lower Keys! This beautifully updated 2-bedroom, 2-bathroom two-story home offers the ultimate island escape with unmatched privacy -- no direct neighbors on any side, just peaceful surroundings, tropical landscaping, and the charm of the native Key Deer. Designed for true Florida Keys living, the outdoor space is a showstopper. Enjoy a brand-new heated concrete pool, concrete dock with both a boat lift and jet ski lift, and an elevated sundeck perfect for sunbathing or taking in serene canal views. The professionally landscaped backyard creates a lush tropical retreat complete with paver decking and a tiki hut ideal for entertaining or relaxing poolside. Inside, the home features numerous upgrades and renovations throughout. The fully enclosed and renovated ground level provides excellent guest accommodations, entertaining space, and additional storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, as well as electronic roll-down screens for shade and storm protection. Whether you're boating, entertaining, relaxing by the pool, or enjoying the surrounding wildlife, this exceptional property captures the very best of Lower Keys waterfront living.

3746 Park Ave, Big Pine

$1,250,000

Waterfront living meets comfort and functionality in this move-in ready canal front home. Offering 120 feet of concrete dockage in a deep water canal. Quick boating access to Niles Channel. Designed for the ultimate Florida Keys lifestyle, this property combines spacious indoor living with exceptional outdoor entertaining areas. The main home features 2 bedrooms and 2 bathrooms with an open-concept floor plan ideal for entertaining. The modern kitchen is equipped with quartz countertops, stainless steel appliances, and plenty of space for gathering with family and friends. An additional guest wing offers 3 separate bedrooms, each with its own ensuite bathroom, providing privacy and flexibility for guests or extended family. Enjoy seamless indoor-outdoor living from the large screened-in porch breezeway -- the perfect place for morning coffee, evening dinners, or relaxation. Outside, the concrete swimming pool creates a true tropical retreat, while the spacious outdoor areas offer plenty of room for entertaining. The ground level includes an expansive enclosed garage with room for multiple vehicles, storage, and all your boating and fishing gear. The fully fenced property offers abundant parking for cars, boats, RVs, and trailers, making it ideal for full-time living or a Keys getaway. Located in a quiet neighborhood, this property delivers the best of waterfront living with easy boating access, generous space, and move-in ready convenience.

5 Beds ⋅ 5 Baths ⋅ 619914 MLS

Waterfront living meets comfort and functionality in this move-in ready canal front home. Offering 120 feet of concrete dockage in a deep water canal. Quick boating access to Niles Channel. Designed for the ultimate Florida Keys lifestyle, this property combines spacious indoor living with exceptional outdoor entertaining areas. The main home features 2 bedrooms and 2 bathrooms with an open-concept floor plan ideal for entertaining. The modern kitchen is equipped with quartz countertops, stainless steel appliances, and plenty of space for gathering with family and friends. An additional guest wing offers 3 separate bedrooms, each with its own ensuite bathroom, providing privacy and flexibility for guests or extended family. Enjoy seamless indoor-outdoor living from the large screened-in porch breezeway -- the perfect place for morning coffee, evening dinners, or relaxation. Outside, the concrete swimming pool creates a true tropical retreat, while the spacious outdoor areas offer plenty of room for entertaining. The ground level includes an expansive enclosed garage with room for multiple vehicles, storage, and all your boating and fishing gear. The fully fenced property offers abundant parking for cars, boats, RVs, and trailers, making it ideal for full-time living or a Keys getaway. Located in a quiet neighborhood, this property delivers the best of waterfront living with easy boating access, generous space, and move-in ready convenience.

4049 Egret Ln, Big Torch

$3,495,000

Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key offering expansive water views, a white sand beach, and resort-style living. A strong-producing vacation rental with established history and future bookings in place, this exceptional estate presents an attractive investment opportunity. Set on more than 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, Casa Feliz is designed for relaxation and entertaining. An observation pier provides access for kayaking, paddleboarding, fishing, and enjoying abundant marine life. Dockage is available nearby at Duck Key Marina or Grassy Key Marina, if desired. The property's unique orientation captures both sunrise and sunset views, a rare feature in the Keys. Outdoor amenities include a saltwater pool with cascading waterfalls, spillover spa, and a fully equipped poolside cabana featuring a wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit offer inviting spaces to gather beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was redesigned to maximize ocean views throughout. Four custom bedroom suites, each with a private en-suite bath, comfortably accommodate guests. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Accordion impact-glass doors create a seamless connection between indoor and outdoor living. The gourmet kitchen features Café appliances, an induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, and a mural by a local artist. Come discover why Grassy Key is the place to be.

4 Beds ⋅ 4 Baths ⋅ 619913 MLS

Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key offering expansive water views, a white sand beach, and resort-style living. A strong-producing vacation rental with established history and future bookings in place, this exceptional estate presents an attractive investment opportunity. Set on more than 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, Casa Feliz is designed for relaxation and entertaining. An observation pier provides access for kayaking, paddleboarding, fishing, and enjoying abundant marine life. Dockage is available nearby at Duck Key Marina or Grassy Key Marina, if desired. The property's unique orientation captures both sunrise and sunset views, a rare feature in the Keys. Outdoor amenities include a saltwater pool with cascading waterfalls, spillover spa, and a fully equipped poolside cabana featuring a wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit offer inviting spaces to gather beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was redesigned to maximize ocean views throughout. Four custom bedroom suites, each with a private en-suite bath, comfortably accommodate guests. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Accordion impact-glass doors create a seamless connection between indoor and outdoor living. The gourmet kitchen features Café appliances, an induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, and a mural by a local artist. Come discover why Grassy Key is the place to be.

58652 Overseas Hwy, Marathon

$1,699,999

Endless possiblities! Two units to rent for the investor or live in one and produce income from the other unit. Downstairs you have a 3/1.5 with an open floor plan and covered porch with a patio. Upstairs you have a 2/1 floor plan and a mother in law lock out. All units have W/D hook ups and central air. Low maintence yardcare. Covered and dedicated parking with street parking as well. Great location close to downtown and the beaches. Owner is a general contractor and has lived in the home since 1972 and added the second story in 1994.

7 Beds ⋅ 5 Baths ⋅ 619911 MLS

Endless possiblities! Two units to rent for the investor or live in one and produce income from the other unit. Downstairs you have a 3/1.5 with an open floor plan and covered porch with a patio. Upstairs you have a 2/1 floor plan and a mother in law lock out. All units have W/D hook ups and central air. Low maintence yardcare. Covered and dedicated parking with street parking as well. Great location close to downtown and the beaches. Owner is a general contractor and has lived in the home since 1972 and added the second story in 1994.

1504 Flagler Ave, Key West

$984,000

Welcome to your brand-new island retreat in Key Largo, where modern luxury meets laid-back coastal living. This beautifully constructed residence offers 3 spacious bedrooms, 2 designer bathrooms, and 1,375 sq. ft. of elevated living space. Offering exceptional value in today's market, this home stands out with luxury finishes and one of the most attractive price-per-square-foot values in the area. Built for durability and efficiency, the home features solid CBS construction, a metal roof, impact windows and doors, spray foam attic insulation, and rigid insulation in exterior masonry walls for year-round comfort and peace of mind. Inside, the open-concept layout showcases soaring 10-foot ceilings, abundant natural light, and premium finishes throughout. The gourmet kitchen features quartz countertops, porcelain backsplash, stainless steel appliances, wine cooler, built-in microwave, pot filler, and an oversized island with pop-up power outlet--perfect for entertaining. Additional upgrades include solid wood interior doors, custom plywood-box cabinetry, wood-look porcelain tile flooring, 5/8'' drywall for enhanced sound control, and insulated interior walls for added privacy. The primary suite offers a spa-inspired bathroom with oversized LED mirror, dual rain and handheld shower system, glass enclosure, and separate water closet. Both bathrooms feature sleek porcelain finishes, modern fixtures, and LED-lit vanities. Smart home features include a Nest thermostat, Ring security system, keyless entry, custom wood closet systems, LED fireplace with heat, and a fully tiled front porch ideal for relaxing after a day on the water. A rare bonus is the separate legal downstairs in-law quarters offering an additional 494 sq. ft. of above-flood living space with full bathroom and mini-split A/C--ideal for guests, extended family, a home office, or flexible use. This exceptional home delivers modern luxury, flexible living and the ultimate island lifestyle.

4 Beds ⋅ 3 Baths ⋅ 619907 MLS

Welcome to your brand-new island retreat in Key Largo, where modern luxury meets laid-back coastal living. This beautifully constructed residence offers 3 spacious bedrooms, 2 designer bathrooms, and 1,375 sq. ft. of elevated living space. Offering exceptional value in today's market, this home stands out with luxury finishes and one of the most attractive price-per-square-foot values in the area. Built for durability and efficiency, the home features solid CBS construction, a metal roof, impact windows and doors, spray foam attic insulation, and rigid insulation in exterior masonry walls for year-round comfort and peace of mind. Inside, the open-concept layout showcases soaring 10-foot ceilings, abundant natural light, and premium finishes throughout. The gourmet kitchen features quartz countertops, porcelain backsplash, stainless steel appliances, wine cooler, built-in microwave, pot filler, and an oversized island with pop-up power outlet--perfect for entertaining. Additional upgrades include solid wood interior doors, custom plywood-box cabinetry, wood-look porcelain tile flooring, 5/8'' drywall for enhanced sound control, and insulated interior walls for added privacy. The primary suite offers a spa-inspired bathroom with oversized LED mirror, dual rain and handheld shower system, glass enclosure, and separate water closet. Both bathrooms feature sleek porcelain finishes, modern fixtures, and LED-lit vanities. Smart home features include a Nest thermostat, Ring security system, keyless entry, custom wood closet systems, LED fireplace with heat, and a fully tiled front porch ideal for relaxing after a day on the water. A rare bonus is the separate legal downstairs in-law quarters offering an additional 494 sq. ft. of above-flood living space with full bathroom and mini-split A/C--ideal for guests, extended family, a home office, or flexible use. This exceptional home delivers modern luxury, flexible living and the ultimate island lifestyle.

1025 Snapper Ln, Key Largo

$750,000

Enjoy Florida Keys waterfront living in this tastefully remodeled and furnished 2-bedroom, 1 bathroom home in desirable Key Largo subdivision, Cross Key Waterways! Featuring an open-concept living floor plan, this inviting home offers a spacious kitchen and expansive windows that fill the home with lots of natural light. Boaters will appreciate the 40-foot concrete dock on a deep-water canal with direct access to Florida Bay and nearby ocean access via Adams Cut. The fully fenced property includes a storage shed/workshop, laundry room with half bath, and generous parking for vehicles, boats, and trailers. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity, this move-in-ready Keys retreat has it all! Owner financing available; call for details.

2 Beds ⋅ 1 Baths ⋅ 619906 MLS

Enjoy Florida Keys waterfront living in this tastefully remodeled and furnished 2-bedroom, 1 bathroom home in desirable Key Largo subdivision, Cross Key Waterways! Featuring an open-concept living floor plan, this inviting home offers a spacious kitchen and expansive windows that fill the home with lots of natural light. Boaters will appreciate the 40-foot concrete dock on a deep-water canal with direct access to Florida Bay and nearby ocean access via Adams Cut. The fully fenced property includes a storage shed/workshop, laundry room with half bath, and generous parking for vehicles, boats, and trailers. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity, this move-in-ready Keys retreat has it all! Owner financing available; call for details.

1503 Aqueduct Ln, Key Largo

$2,850,000

Welcome to 101 Ocean Shores Drive -- a rare opportunity to own a spacious, concrete-constructed coastal retreat in the heart of the Upper Keys. Situated on an oversized corner lot, this expansive residence offers over 4,000 square feet under air, but true Keys living happens outdoors -- and this home was designed for exactly that. Large terraces on every level create the perfect setting for entertaining, relaxing, and enjoying the island breeze year-round. Thoughtfully designed for large families or multi-generational living, the home features two bedrooms and two bathrooms on each living level, including an oversized primary suite. Laundry rooms on both levels add everyday convenience, while the elevator servicing all three floors makes access effortless throughout the home. The ground level offers even more versatility with a dedicated garage, tackle room, bonus room, and cabana bath -- ideal for boating, guests, hobbies, or additional storage. Built with solid concrete construction and complete impact windows and doors, the home offers both durability and peace of mind. Step outside to your private backyard oasis featuring a heated concrete pool and spa with the perfect blend of sun and shade. Located in a highly desirable neighborhood, you're just a short golf cart ride from local favorites including Pilot House Restaurant & Marina, Sharkey's Pub and Skipper's Dockside, along with nearby parks, pickleball courts, playgrounds, and community amenities. This is the kind of home that truly must be seen in person to appreciate everything it has to offer.

4 Beds ⋅ 4 Baths ⋅ 619905 MLS

Welcome to 101 Ocean Shores Drive -- a rare opportunity to own a spacious, concrete-constructed coastal retreat in the heart of the Upper Keys. Situated on an oversized corner lot, this expansive residence offers over 4,000 square feet under air, but true Keys living happens outdoors -- and this home was designed for exactly that. Large terraces on every level create the perfect setting for entertaining, relaxing, and enjoying the island breeze year-round. Thoughtfully designed for large families or multi-generational living, the home features two bedrooms and two bathrooms on each living level, including an oversized primary suite. Laundry rooms on both levels add everyday convenience, while the elevator servicing all three floors makes access effortless throughout the home. The ground level offers even more versatility with a dedicated garage, tackle room, bonus room, and cabana bath -- ideal for boating, guests, hobbies, or additional storage. Built with solid concrete construction and complete impact windows and doors, the home offers both durability and peace of mind. Step outside to your private backyard oasis featuring a heated concrete pool and spa with the perfect blend of sun and shade. Located in a highly desirable neighborhood, you're just a short golf cart ride from local favorites including Pilot House Restaurant & Marina, Sharkey's Pub and Skipper's Dockside, along with nearby parks, pickleball courts, playgrounds, and community amenities. This is the kind of home that truly must be seen in person to appreciate everything it has to offer.

101 Ocean Shores Dr, Key Largo