$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
$712,999 EARN $$ and enjoy The Florida Keys! OceanPointe is one of the few resorts that allows Short Term Rentals. Each building in the Resort is undergoing building and common area renovations as depicted in the VIRTUAL pictures of the planned Common Area and building 5 Renovation Project. Some of the buidlings have already undergone Renovations. The planned renovations to unit 5308 in building 5 are pending board approval. Your ultimate rest and relaxation vacation awaits at unit 5308. this pristine and upgraded 2 bedroom, 2 bath condo is in sought after BUILDING 5 at OCEAN POINTE SUITES & MARINA! BUILDING 5 is the closest to the POOL, MARINA and BEACH. Enjoy SWEEPING OCEAN AND MARINA views from one of the two balconies while sipping your morning coffee or tea, and your evening cocktail or mocktail. Nature lover? There is an Osprey nest just a short distance of hundred yards away from the balcony off the Living Room. FULLY FURNISHED Very desirable UPDATED 'D' MODEL unit in BLDG 5 at OceanPointe. Bldg 5 is centrally located near both the pool and marina. The 'D' model features the primary bedroom facing the waterfront and has a private balcony. Professionally updated with high end finishes, including brand new furniture, stainless steel appliances, quartz counter tops, new luxury vinyl plank floors, IMPACT Doors and Windows. OceanPointe is directly on the Atlantic side of the Keys, and features a Private Marina, Private Boat Ramp, Onsite Boat & Trailer Parking, Private Beach, Private Fishing Pier, a huge Pool and Spa, Lighted Tennis and Pickle Ball Courts. OceanPointe is tucked away off US1 and is 1 mile away from Harry Harris Beach Park. 2 Beds ⋅ 2 Baths ⋅ 619924 MLS EARN $$ and enjoy The Florida Keys! OceanPointe is one of the few resorts that allows Short Term Rentals. 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 short distance 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
$1,799,000 Tucked into one of Old Town's most peaceful and charming pockets, this unique multi-unit property offers the perfect blend of classic Key West character and flexible living. At 800 Elizabeth Street, you'll find a quintessential two-story Conch home featuring 5 bedrooms and 3 bathrooms, soaring ceilings, and timeless architectural details. Start your mornings on the inviting front porch and wind down in the evenings on the upstairs balcony overlooking the quiet, tree lined street. Just steps away, 624 Petronia Street offers a well designed duplex with two separate 1-bedroom, 1-bath units: each complete with a full kitchen and private washer and dryer, making them ideal for guests, tenants, or extended family. Between the two homes, a welcoming shared patio creates the perfect setting for outdoor dining, grilling, and relaxed island living under the palms. Situated in a desirable X flood zone (one of the highest elevations in Key West) this property combines peace of mind with an unbeatable Old Town location close to everything, yet tucked away from the hustle. Whether you're seeking an income producing investment, a family compound, or a private island retreat with room for everyone, this rare offering captures the true spirit of Key West living. 7 Beds ⋅ 5 Baths ⋅ 619904 MLS Tucked into one of Old Town's most peaceful and charming pockets, this unique multi-unit property offers the perfect blend of classic Key West character and flexible living. At 800 Elizabeth Street, you'll find a quintessential two-story Conch home featuring 5 bedrooms and 3 bathrooms, soaring ceilings, and timeless architectural details. Start your mornings on the inviting front porch and wind down in the evenings on the upstairs balcony overlooking the quiet, tree lined street. Just steps away, 624 Petronia Street offers a well designed duplex with two separate 1-bedroom, 1-bath units: each complete with a full kitchen and private washer and dryer, making them ideal for guests, tenants, or extended family. Between the two homes, a welcoming shared patio creates the perfect setting for outdoor dining, grilling, and relaxed island living under the palms. Situated in a desirable X flood zone (one of the highest elevations in Key West) this property combines peace of mind with an unbeatable Old Town location close to everything, yet tucked away from the hustle. Whether you're seeking an income producing investment, a family compound, or a private island retreat with room for everyone, this rare offering captures the true spirit of Key West living. 800 Elizabeth St, Key West
$700 Hard to find small office space available in Old Town! Freshly updated professional offices 70 sf for $700+ per month. Join the friendly business environment at Key West Theater catering to local small business owners. Wifi, electric and water included. 2 Baths ⋅ 619902 MLS Hard to find small office space available in Old Town! Freshly updated professional offices 70 sf for $700+ per month. Join the friendly business environment at Key West Theater catering to local small business owners. Wifi, electric and water included. 524 Eaton St Unit 220, Key West
$1,200,000 Just a short boat ride to popular Lower Keys sandbars, coral heads, and fishing grounds, this Sugarloaf Shores canal-front home is made for the buyer who wants boating, fishing, and the easygoing Keys lifestyle right at their doorstep. Set on a quiet street just 15 minutes from Key West, this sturdy concrete 2 bedroom, 2 bath home offers southern exposure overlooking the canal, quick access to open water, and inviting outdoor spaces designed for relaxing after a day on the water. Spend mornings on the screened porch, enjoy afternoon breezes from the private balcony off the primary bedroom, and make the most of a waterfront setting that brings the best of island living together in one place. Inside, the home features an open floor plan with tile floors, high ceilings, a bright living and dining area, and a kitchen with a breakfast bar. The main bedroom includes a walk-in closet and direct balcony access, creating a private spot to enjoy the tropical surroundings. Outside, boaters and water lovers will appreciate the approximately 40-foot dock, dedicated skiff launch/ramp, canal frontage, and quick route to open water. The dock and waterfront setup provide a convenient place to keep a boat, launch a skiff, or head out for a day on the water with ease. The property also offers a garage and carport area, giving plenty of room for parking, storage, and Keys gear. Located in Sugarloaf Shores, this home offers peaceful island living with convenient access to dining, entertainment, and world-class recreation in nearby Key West. 2 Beds ⋅ 2 Baths ⋅ 619901 MLS Just a short boat ride to popular Lower Keys sandbars, coral heads, and fishing grounds, this Sugarloaf Shores canal-front home is made for the buyer who wants boating, fishing, and the easygoing Keys lifestyle right at their doorstep. Set on a quiet street just 15 minutes from Key West, this sturdy concrete 2 bedroom, 2 bath home offers southern exposure overlooking the canal, quick access to open water, and inviting outdoor spaces designed for relaxing after a day on the water. Spend mornings on the screened porch, enjoy afternoon breezes from the private balcony off the primary bedroom, and make the most of a waterfront setting that brings the best of island living together in one place. Inside, the home features an open floor plan with tile floors, high ceilings, a bright living and dining area, and a kitchen with a breakfast bar. The main bedroom includes a walk-in closet and direct balcony access, creating a private spot to enjoy the tropical surroundings. Outside, boaters and water lovers will appreciate the approximately 40-foot dock, dedicated skiff launch/ramp, canal frontage, and quick route to open water. The dock and waterfront setup provide a convenient place to keep a boat, launch a skiff, or head out for a day on the water with ease. The property also offers a garage and carport area, giving plenty of room for parking, storage, and Keys gear. Located in Sugarloaf Shores, this home offers peaceful island living with convenient access to dining, entertainment, and world-class recreation in nearby Key West. 17286 Jamaica Ln, Sugarloaf
$999,000 Begin building now. Lowest priced Canal Front Lot with Building Allocation letter in hand in the Village and more specifically, highly sought after Plantation Key.This beautiful build ready waterfront Lot located in the desirable Indian Waterways Subdivision. Why settle for inferior older construction and design choices when you can build your own dream home to you personal specifications. Provides excellent dockage and direct access to the Florida Bay and also to Tavernier or Snake Creek cut for Ocean access. The current house plans for a 3/2 , CBS 2183 Square foot home are included. You can revise the plans to meet your own design preferences. 60' Engineered dock & dredging plans are available for review. Contact agent to view plans. Easy commute to Miami. Close to schools, shopping, watersports activities. Free entrance to nearby Founders Park , the jewel of Islamorada with sandy beach, pickleball, tennis, bayfront, dogpark, vida course, basketball, Olympic pool (small entry fee), concerts and more.. Voluntary Neighborhood Community Homeowners park with boat ramp & sunsets available for small annual fee ($175.00). Permit application PRSFC202101049 619899 MLS Begin building now. Lowest priced Canal Front Lot with Building Allocation letter in hand in the Village and more specifically, highly sought after Plantation Key.This beautiful build ready waterfront Lot located in the desirable Indian Waterways Subdivision. Why settle for inferior older construction and design choices when you can build your own dream home to you personal specifications. Provides excellent dockage and direct access to the Florida Bay and also to Tavernier or Snake Creek cut for Ocean access. The current house plans for a 3/2 , CBS 2183 Square foot home are included. You can revise the plans to meet your own design preferences. 60' Engineered dock & dredging plans are available for review. Contact agent to view plans. Easy commute to Miami. Close to schools, shopping, watersports activities. Free entrance to nearby Founders Park , the jewel of Islamorada with sandy beach, pickleball, tennis, bayfront, dogpark, vida course, basketball, Olympic pool (small entry fee), concerts and more.. Voluntary Neighborhood Community Homeowners park with boat ramp & sunsets available for small annual fee ($175.00). Permit application PRSFC202101049 148 Tequesta St, Tavernier
$1,250,000 Welcome aboard to your tranquil coastal retreat nestled in the heart of Key Largo at Buttonwood Bay Condo. This generous canal-front condo features two spacious bedrooms and two baths, positioned conveniently on the ground floor, providing views of the canal. Your assigned 25-foot boat slip lies just steps from your unit, offering direct and effortless access to the captivating seas of Florida Bay. The expansive screened patio serves as an ideal venue for entertaining guests or basking in the gentle ocean breezes. Immerse yourself in the beauty of the marina and enjoy the convenience of Fuel, Bait/Tackle. Each boat slip is equipped with electric and water hookups, ensuring a seamless boating experience. Buttonwood Bay Condo boasts an array of exceptional amenities, including 24-hour security, three heated pools, pickleball and tennis courts, and a fully equipped fitness room with inspiring bay views. Additionally, enjoy the luxury of a boat ramp, on-site trailer parking, and exclusive access to a private white sandy beach adorned with unforgettable sunsets over crystal-clear waters. Experience coastal living at its finest in this exquisite Key Largo sanctuary, where each day brings luxury, serenity, and the enchanting allure of waterfront living. Welcome home to your paradise. 2 Beds ⋅ 2 Baths ⋅ 619898 MLS Welcome aboard to your tranquil coastal retreat nestled in the heart of Key Largo at Buttonwood Bay Condo. This generous canal-front condo features two spacious bedrooms and two baths, positioned conveniently on the ground floor, providing views of the canal. Your assigned 25-foot boat slip lies just steps from your unit, offering direct and effortless access to the captivating seas of Florida Bay. The expansive screened patio serves as an ideal venue for entertaining guests or basking in the gentle ocean breezes. Immerse yourself in the beauty of the marina and enjoy the convenience of Fuel, Bait/Tackle. Each boat slip is equipped with electric and water hookups, ensuring a seamless boating experience. Buttonwood Bay Condo boasts an array of exceptional amenities, including 24-hour security, three heated pools, pickleball and tennis courts, and a fully equipped fitness room with inspiring bay views. Additionally, enjoy the luxury of a boat ramp, on-site trailer parking, and exclusive access to a private white sandy beach adorned with unforgettable sunsets over crystal-clear waters. Experience coastal living at its finest in this exquisite Key Largo sanctuary, where each day brings luxury, serenity, and the enchanting allure of waterfront living. Welcome home to your paradise. 96000 Overseas Hwy Unit W2 +Boat Slip, Key Largo
$1,650,000 'One of the largest newer homes available in this price range.' Be the first to enjoy this never-lived-in residence offering exceptional space, quality, and value in one of Key Largo's most desirable neighborhoods. Thoughtfully designed with soaring ceilings, 8-foot doors, oversized porcelain tile, designer finishes, and a bright open floor plan, this home stands apart from others in its price range. The spacious backyard offers room to create your own private oasis with a pool and outdoor entertaining area. Nestled on a peaceful lake and surrounded by upscale homes, you'll also enjoy convenient boating access to beautiful Florida Bay through the nearby sister neighborhood's private boat ramp. Ideally located near shopping, dining, John Pennekamp Coral Reef State Park, and just an easy drive to Miami, this is a rare opportunity to own a brand-new home that perfectly blends luxury, lifestyle, and value in the Florida Keys. 3 Beds ⋅ 3 Baths ⋅ 619893 MLS 'One of the largest newer homes available in this price range.' Be the first to enjoy this never-lived-in residence offering exceptional space, quality, and value in one of Key Largo's most desirable neighborhoods. Thoughtfully designed with soaring ceilings, 8-foot doors, oversized porcelain tile, designer finishes, and a bright open floor plan, this home stands apart from others in its price range. The spacious backyard offers room to create your own private oasis with a pool and outdoor entertaining area. Nestled on a peaceful lake and surrounded by upscale homes, you'll also enjoy convenient boating access to beautiful Florida Bay through the nearby sister neighborhood's private boat ramp. Ideally located near shopping, dining, John Pennekamp Coral Reef State Park, and just an easy drive to Miami, this is a rare opportunity to own a brand-new home that perfectly blends luxury, lifestyle, and value in the Florida Keys. 38 N Bounty Ln, Key Largo
$3,400,000 CONSTRUCTION COMPLETE! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys, adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, and sandy beach with the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the pool deck and beach. The second floor features an open floor plan with spacious kitchen, dining, and great room all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor, you'll find the primary suite with a luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Luxuriously finished with high-end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes, and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase from the second down to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best! 5 Beds ⋅ 5 Baths ⋅ 619897 MLS CONSTRUCTION COMPLETE! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys, adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, and sandy beach with the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the pool deck and beach. The second floor features an open floor plan with spacious kitchen, dining, and great room all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor, you'll find the primary suite with a luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Luxuriously finished with high-end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes, and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase from the second down to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best! 59720 Overseas Highway Unit 10, Marathon
$3,100,000 CONSTRUCTION COMPLETE! MOVE-IN AND RENTAL READY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys; adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, and a sandy beach with the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the pool deck and beach. The second floor features an open floor plan with spacious kitchen, dining, and great room all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor, you'll find the primary suite with a luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Luxuriously finished with high-end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase from the second floor down to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best! 5 Beds ⋅ 5 Baths ⋅ 619896 MLS CONSTRUCTION COMPLETE! MOVE-IN AND RENTAL READY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys; adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, and a sandy beach with the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the pool deck and beach. The second floor features an open floor plan with spacious kitchen, dining, and great room all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor, you'll find the primary suite with a luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Luxuriously finished with high-end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase from the second floor down to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best! 59720 Overseas Highway Unit 9, Marathon