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Enjoy endless ocean views from this charming Florida Keys waterfront retreat. Sitting on the edge of the Atlantic just one house in from open water, this stilted 2-bedroom, 2.5-bath CBS home also offers possible 3-bedroom flexibility and is a true boater's dream with 85 feet of waterfront frontage, concrete seawall, a 13,500 lb boat lift, deep-water dockage, and instant access to the Atlantic. The channel is slightly right as soon as you come out of the canal, placing you just minutes from Sombrero Light and some of the best boating, fishing, and diving the Keys have to offer. The home features a spacious, light-filled layout with a large living area, generous waterside windows, and sliding glass doors that frame the ocean views and open to east-facing covered porches on two levels. Inside, you'll find a comfortable eat-in kitchen with stainless steel appliances, abundant natural light, generous storage, walk-in closets, and impact windows and doors for added peace of mind. Outdoor living is the highlight, with a new waterfront pool and hot tub, expansive deck, large waterside porch, fenced yard, tropical landscaping, and multiple spaces to relax, dine, entertain, or simply take in the ocean breeze. Additional features include a garage, CBS construction, metal roof, travertine-paved driveway, inviting covered patio areas, and a large front yard offering flexibility for additional parking, boat/RV storage, or future use. The home is also available furnished, offering added convenience for those ready to start enjoying the Keys lifestyle right away. With open water just moments away, this Marathon property offers the perfect blend of boating, ocean views, poolside relaxation, and laid-back Keys living. This one is a must-see to truly appreciate.

2 Beds ⋅ 3 Baths ⋅ 620384 MLS

Enjoy endless ocean views from this charming Florida Keys waterfront retreat. Sitting on the edge of the Atlantic just one house in from open water, this stilted 2-bedroom, 2.5-bath CBS home also offers possible 3-bedroom flexibility and is a true boater's dream with 85 feet of waterfront frontage, concrete seawall, a 13,500 lb boat lift, deep-water dockage, and instant access to the Atlantic. The channel is slightly right as soon as you come out of the canal, placing you just minutes from Sombrero Light and some of the best boating, fishing, and diving the Keys have to offer. The home features a spacious, light-filled layout with a large living area, generous waterside windows, and sliding glass doors that frame the ocean views and open to east-facing covered porches on two levels. Inside, you'll find a comfortable eat-in kitchen with stainless steel appliances, abundant natural light, generous storage, walk-in closets, and impact windows and doors for added peace of mind. Outdoor living is the highlight, with a new waterfront pool and hot tub, expansive deck, large waterside porch, fenced yard, tropical landscaping, and multiple spaces to relax, dine, entertain, or simply take in the ocean breeze. Additional features include a garage, CBS construction, metal roof, travertine-paved driveway, inviting covered patio areas, and a large front yard offering flexibility for additional parking, boat/RV storage, or future use. The home is also available furnished, offering added convenience for those ready to start enjoying the Keys lifestyle right away. With open water just moments away, this Marathon property offers the perfect blend of boating, ocean views, poolside relaxation, and laid-back Keys living. This one is a must-see to truly appreciate.

1400 W 63rd St, Marathon

$2,299,000

Welcome to modern coastal living in the gem of the Florida Keys, Key Colony Beach. This fully remodeled pool home has a clean, contemporary feel and an easy, open layout that appeals to buyers who want something truly move-in ready. Sitting on a rare 16,725 sq ft lot - about twice the size of the typical lot here - and on the sought-after west side of KCB, there's plenty of room for multiple cars, trailers, and even an RV. This solid CBS stilt home is wrapped in lush landscaping and fruit trees, giving it a private, tropical vibe. Inside, cathedral ceilings make the 1,775 sq ft, 3-bed, 2-bath floor plan feel even larger. Nesting sliders open to a big screened porch, a great outdoor kitchen, and several spots to lounge by the pool, so indoor and outdoor living flow together naturally. Sunset Beach Park is a short stroll away when you want postcard-worthy sunsets, and the 50' concrete dock with 50-amp power and water puts you minutes from the Vaca sandbar and to the Bay via Vaca Cut, making it easy to head out for fishing, diving, or snorkeling. With a pool you can heat or chill for year-round use and 7-day rentals allowed, this property works for a personal getaway as is also a high-demand vacation rental investment property. It's not just a Keys home--it's the turnkey lifestyle buyers are looking for in Key Colony Beach!

3 Beds ⋅ 2 Baths ⋅ 620280 MLS

Welcome to modern coastal living in the gem of the Florida Keys, Key Colony Beach. This fully remodeled pool home has a clean, contemporary feel and an easy, open layout that appeals to buyers who want something truly move-in ready. Sitting on a rare 16,725 sq ft lot - about twice the size of the typical lot here - and on the sought-after west side of KCB, there's plenty of room for multiple cars, trailers, and even an RV. This solid CBS stilt home is wrapped in lush landscaping and fruit trees, giving it a private, tropical vibe. Inside, cathedral ceilings make the 1,775 sq ft, 3-bed, 2-bath floor plan feel even larger. Nesting sliders open to a big screened porch, a great outdoor kitchen, and several spots to lounge by the pool, so indoor and outdoor living flow together naturally. Sunset Beach Park is a short stroll away when you want postcard-worthy sunsets, and the 50' concrete dock with 50-amp power and water puts you minutes from the Vaca sandbar and to the Bay via Vaca Cut, making it easy to head out for fishing, diving, or snorkeling. With a pool you can heat or chill for year-round use and 7-day rentals allowed, this property works for a personal getaway as is also a high-demand vacation rental investment property. It's not just a Keys home--it's the turnkey lifestyle buyers are looking for in Key Colony Beach!

181 12th St, Key Colony

$2,299,000

INVESTORS, OWNER FINANCING. RENTAL HISTORY in waterfront in Port Largo. Redesign, or rebuild in one of the Upper Keys' most coveted boating enclaves, build equity in Port Largo. Just a few lots in from the open ocean, this CBS residence is positioned on a wide, protected waterway with 75 ft. of concrete dockage, accommodating large center consoles, yachts, or sport fishing vessels. Close to 100' canal widths and turning basins, a defining feature of Port Largo, provide ease of navigation and a level of boating infrastructure rarely found in the Keys. The existing 2 story home offers a flexible foundation for transformation, including a substantial lower level with approximately 941 square feet of lower finished suitable for future, gym, media lounge, guest quarters, or private office. The upper level captures natural light and water views with soaring ceilings and the open concept layout. Modernize the interior or serve as a temporary residence while plans for a custom new build are decided. The lot allows room to add a pool and outdoor entertaining areas, creating the potential for a fully realized waterfront estate that maximizes indoor-outdoor living and long-term appreciation. An optional homeowners park located one street away provides access to a private boat ramp and additional waterfront amenities, further enhancing the value and convenience for boaters. Port Largo is prized not only for its direct ocean access but for its lifestyle. Golf cart connectivity allows residents to reach neighborhood restaurants, bars, and even convenience stores without ever accessing US-1. A state-of-the-art community park nearby features pickleball and tennis courts, recreational fields, walking trails, exercise equipment, and a playground, elevating daily living beyond the waterfront. Whether envisioned as a high-end redevelopment, a custom luxury build, or a strategic long-term investment, the opportunity is now to secure a lot with enduring market appeal in Key Lar

3 Beds ⋅ 3 Baths ⋅ 614782 MLS

INVESTORS, OWNER FINANCING. RENTAL HISTORY in waterfront in Port Largo. Redesign, or rebuild in one of the Upper Keys' most coveted boating enclaves, build equity in Port Largo. Just a few lots in from the open ocean, this CBS residence is positioned on a wide, protected waterway with 75 ft. of concrete dockage, accommodating large center consoles, yachts, or sport fishing vessels. Close to 100' canal widths and turning basins, a defining feature of Port Largo, provide ease of navigation and a level of boating infrastructure rarely found in the Keys. The existing 2 story home offers a flexible foundation for transformation, including a substantial lower level with approximately 941 square feet of lower finished suitable for future, gym, media lounge, guest quarters, or private office. The upper level captures natural light and water views with soaring ceilings and the open concept layout. Modernize the interior or serve as a temporary residence while plans for a custom new build are decided. The lot allows room to add a pool and outdoor entertaining areas, creating the potential for a fully realized waterfront estate that maximizes indoor-outdoor living and long-term appreciation. An optional homeowners park located one street away provides access to a private boat ramp and additional waterfront amenities, further enhancing the value and convenience for boaters. Port Largo is prized not only for its direct ocean access but for its lifestyle. Golf cart connectivity allows residents to reach neighborhood restaurants, bars, and even convenience stores without ever accessing US-1. A state-of-the-art community park nearby features pickleball and tennis courts, recreational fields, walking trails, exercise equipment, and a playground, elevating daily living beyond the waterfront. Whether envisioned as a high-end redevelopment, a custom luxury build, or a strategic long-term investment, the opportunity is now to secure a lot with enduring market appeal in Key Lar

184 Bahama Ave, Key Largo

81250 Overseas Highway Unit 5, Islamorada

$2,290,000

Only sophistication and class represented in Islamorada's most exclusive development, Tarpon Flats. This rare offering has underwent a full high-end renovation to satisfy the most distinguished buyer. The elegant paver driveway leads up to pristine grounds showing off it's manicured landscaping. One of only 12 luxury bayfront homes on a sprawling four-acre parcel. The property exudes a unique charm blending Old Florida allure with the timeless essence of Nantucket. Covered parking and a versatile multi-purpose room on the ground floor with a foyer entry. On the second floor you will find an open living space with the kitchen & dining room overlooking the bay, 2 bedrooms/2 bathrooms, and serene positioning for nightly sunsets. The third floor is dedicated to the master suite and maid's quarters with more amazing views from the private balcony. If amenities are what you're after, Tarpon Flats delivers on all fronts: a beautiful tennis court with covered seating for spectators, a rare greenhouse to nurture your beloved plants, a waterfront pool & gazebo leading down to the beachfront, and plenty of dockage for your skiff. Come see the exclusivity of Tarpon Flats for yourself.

4 Beds ⋅ 3 Baths ⋅ 621329 MLS

Only sophistication and class represented in Islamorada's most exclusive development, Tarpon Flats. This rare offering has underwent a full high-end renovation to satisfy the most distinguished buyer. The elegant paver driveway leads up to pristine grounds showing off it's manicured landscaping. One of only 12 luxury bayfront homes on a sprawling four-acre parcel. The property exudes a unique charm blending Old Florida allure with the timeless essence of Nantucket. Covered parking and a versatile multi-purpose room on the ground floor with a foyer entry. On the second floor you will find an open living space with the kitchen & dining room overlooking the bay, 2 bedrooms/2 bathrooms, and serene positioning for nightly sunsets. The third floor is dedicated to the master suite and maid's quarters with more amazing views from the private balcony. If amenities are what you're after, Tarpon Flats delivers on all fronts: a beautiful tennis court with covered seating for spectators, a rare greenhouse to nurture your beloved plants, a waterfront pool & gazebo leading down to the beachfront, and plenty of dockage for your skiff. Come see the exclusivity of Tarpon Flats for yourself.

81250 Overseas Highway Unit 5, Islamorada

$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

$2,250,000

If you are seeking a private tropical backyard oasis look no further. This charming 2 story home is situated on a corner parcel in a quiet and peaceful mid town neighborhood. Behind the white picket fence, you will be welcomed to a great room with dramatic ceiling heights, wrapped with sliding glass doorwalls that open to over 500 square feet of covered porches. This home has been very well maintained with several recent updates, including impact windows and doors, pool resurfacing, a new primary A/C unit, deck and interior paint and a charging station for an electric vehicle. A thoughtful floor plan great for entertaining, includes 3bd/3.5ba with the primary suite on the main level. Two additional bedrooms with ensuite baths are private to the upstairs. Built in just 1999 this home is an open palette awaiting your personal selection of cosmetic updates without the unknown obstacles of a historic home. The magic of this home lives in the sprawling backyard wrapped in mature tropical gardens with a large, heated saltwater pool. An excellent opportunity to personalize a well built home that caters to indoor/outdoor living ideal for the year round tropical climate!

3 Beds ⋅ 4 Baths ⋅ 621172 MLS

If you are seeking a private tropical backyard oasis look no further. This charming 2 story home is situated on a corner parcel in a quiet and peaceful mid town neighborhood. Behind the white picket fence, you will be welcomed to a great room with dramatic ceiling heights, wrapped with sliding glass doorwalls that open to over 500 square feet of covered porches. This home has been very well maintained with several recent updates, including impact windows and doors, pool resurfacing, a new primary A/C unit, deck and interior paint and a charging station for an electric vehicle. A thoughtful floor plan great for entertaining, includes 3bd/3.5ba with the primary suite on the main level. Two additional bedrooms with ensuite baths are private to the upstairs. Built in just 1999 this home is an open palette awaiting your personal selection of cosmetic updates without the unknown obstacles of a historic home. The magic of this home lives in the sprawling backyard wrapped in mature tropical gardens with a large, heated saltwater pool. An excellent opportunity to personalize a well built home that caters to indoor/outdoor living ideal for the year round tropical climate!

1300 Seminary St, Key West

$2,250,000

Welcome to your private island home retreat, The Belle House. Highlighted on the Netflix series Bloodline as the home of Kevin & Belle Rayburn. Set on an expansive half-acre double lot enveloped by lush, tropical native plantings, this beautifully updated home offers a rare combination of privacy, tranquility, & effortless Keys living. This home offers room to breathe, unwind & genuinely enjoy your surroundings. Mature landscaping creates a secluded, garden-like setting that feels more like a private resort than a traditional residential property. Featured on the Upper Keys 40th Anniversary Garden Walk, this concrete home with metal roof, Anderson impact windows & doors throughout, & lovely, relaxing wraparound porch is situated in an X flood zone. The neighborhood boasts one of Islamorada's nicest homeowners' parks offering a boat ramp, temporary dockage, a beach & wade in swimming area. Depart from your driveway, launch your boat, & be in Florida Bay in under 10 minutes! Located walking distance to Islamorada's Founder's Park. The interior provides casual, timeless elegance with vaulted ceilings & hand sculpted walnut flooring. The main level consists of free-flowing living & dining, chef's kitchen featuring Wolf, Sub Zero & Meile appliances with honed granite countertops, large pantry/laundry area, very spacious primary suite, as well as guest bedroom, bath and under stair storage. The second level provides privacy for your guests or older children, offering a second guest bedroom and bath as well as a sitting room with mini fridge and breakfast bar. This area could easily transition into a 4th bedroom. There is a detached, all concrete garage on the second lot w/ ample space for parking a flats boat and RV ready with 30-amp service. Two driveways provide plenty of parking for multiple vehicles. This unique home is move in ready. It has been beautifully maintained and cared for and is ready for you and your family to make new memories on Palm Lane!

3 Beds ⋅ 3 Baths ⋅ 621121 MLS

Welcome to your private island home retreat, The Belle House. Highlighted on the Netflix series Bloodline as the home of Kevin & Belle Rayburn. Set on an expansive half-acre double lot enveloped by lush, tropical native plantings, this beautifully updated home offers a rare combination of privacy, tranquility, & effortless Keys living. This home offers room to breathe, unwind & genuinely enjoy your surroundings. Mature landscaping creates a secluded, garden-like setting that feels more like a private resort than a traditional residential property. Featured on the Upper Keys 40th Anniversary Garden Walk, this concrete home with metal roof, Anderson impact windows & doors throughout, & lovely, relaxing wraparound porch is situated in an X flood zone. The neighborhood boasts one of Islamorada's nicest homeowners' parks offering a boat ramp, temporary dockage, a beach & wade in swimming area. Depart from your driveway, launch your boat, & be in Florida Bay in under 10 minutes! Located walking distance to Islamorada's Founder's Park. The interior provides casual, timeless elegance with vaulted ceilings & hand sculpted walnut flooring. The main level consists of free-flowing living & dining, chef's kitchen featuring Wolf, Sub Zero & Meile appliances with honed granite countertops, large pantry/laundry area, very spacious primary suite, as well as guest bedroom, bath and under stair storage. The second level provides privacy for your guests or older children, offering a second guest bedroom and bath as well as a sitting room with mini fridge and breakfast bar. This area could easily transition into a 4th bedroom. There is a detached, all concrete garage on the second lot w/ ample space for parking a flats boat and RV ready with 30-amp service. Two driveways provide plenty of parking for multiple vehicles. This unique home is move in ready. It has been beautifully maintained and cared for and is ready for you and your family to make new memories on Palm Lane!

130 Palm Ln, Islamorada

$2,250,000

Prime Multi Unit property in Old Town. Six legal apartments with 6 off street parking spaces is rarely available. There is a total of 10 bedrooms and 6 baths, divided into Three 1bd/1ba units, Two 2 bd/1ba units and one 3bd/1ba unit. Two story CBS & Frame building has total of 3,876 sf. Building sits on good size 3,598 sf. lot that runs from Pohalski St. to Havana Lane giving each tenant easy access to their apartment and off street parking spot. Each apartment has it's own separate Electric and Water meter. Lot sits in a BFE flood zone, former X flood zone, and is high and dry. Gross rents total $14,500 per month with limited expenses. Property has been in the family for generations and ready to pass on to a new owner. Perfect for a long term investor, 1031 Exchange Replacement Property or Employee Housing!

10 Beds ⋅ 6 Baths ⋅ 620102 MLS

Prime Multi Unit property in Old Town. Six legal apartments with 6 off street parking spaces is rarely available. There is a total of 10 bedrooms and 6 baths, divided into Three 1bd/1ba units, Two 2 bd/1ba units and one 3bd/1ba unit. Two story CBS & Frame building has total of 3,876 sf. Building sits on good size 3,598 sf. lot that runs from Pohalski St. to Havana Lane giving each tenant easy access to their apartment and off street parking spot. Each apartment has it's own separate Electric and Water meter. Lot sits in a BFE flood zone, former X flood zone, and is high and dry. Gross rents total $14,500 per month with limited expenses. Property has been in the family for generations and ready to pass on to a new owner. Perfect for a long term investor, 1031 Exchange Replacement Property or Employee Housing!

912 Pohalski St, Key West

$2,249,000

Over 3400 sqft of Luxury Living is featured with this 2007 custom built CBS in the gated community of Stirrup Key Sub in Marathon. Elevated water views, a deeded boat slip, protected community marina, multiple outdoor living areas and a private pool. Designed for both everyday comfort and entertaining, this multi-level home offers generous interior space, flexible living areas, and a thoughtful indoor-outdoor layout. The ground level features a three-car garage, ample storage, and direct access to the pool area, creating an easy flow for relaxing, hosting, and enjoying the Keys lifestyle. The second floor serves as the main living level with two bedrooms, two full baths, a full kitchen, and open living and dining areas that extend onto a large screened lanai. This level is ideal for casual gatherings, quiet mornings, and evening breezes. The third floor offers a private primary suite, sitting area or fourth bedroom, bar/kitchenette, fireplace, spa-style bath, and an expansive lanai with peaceful elevated views. A spiral staircase leads to the fourth-floor widow's walk, finished with travertine flooring and a water hookup. From this vantage point, panoramic views stretch across Marathon and toward the Gulf, creating a quiet setting for sunrise, sunset, and open-air relaxation. A private nature path winds through preserved surroundings and leads to a Gulf-front observation dock, ideal for wildlife viewing and enjoying the surrounding natural setting. Additional features include a lift to the second floor for added convenience. Centrally located in Marathon, the home offers convenient access to shopping, dining, & daily necessities. With a deeded marina slip, elevated water views, pool, garage space, storage, multiple lanais, and a flexible custom layout, this property offers a rare combination of privacy, space, and boating access in Marathon. Schedule a private showing to experience this custom home and deeded marina slip in person.

4 Beds ⋅ 3 Baths ⋅ 619793 MLS

Over 3400 sqft of Luxury Living is featured with this 2007 custom built CBS in the gated community of Stirrup Key Sub in Marathon. Elevated water views, a deeded boat slip, protected community marina, multiple outdoor living areas and a private pool. Designed for both everyday comfort and entertaining, this multi-level home offers generous interior space, flexible living areas, and a thoughtful indoor-outdoor layout. The ground level features a three-car garage, ample storage, and direct access to the pool area, creating an easy flow for relaxing, hosting, and enjoying the Keys lifestyle. The second floor serves as the main living level with two bedrooms, two full baths, a full kitchen, and open living and dining areas that extend onto a large screened lanai. This level is ideal for casual gatherings, quiet mornings, and evening breezes. The third floor offers a private primary suite, sitting area or fourth bedroom, bar/kitchenette, fireplace, spa-style bath, and an expansive lanai with peaceful elevated views. A spiral staircase leads to the fourth-floor widow's walk, finished with travertine flooring and a water hookup. From this vantage point, panoramic views stretch across Marathon and toward the Gulf, creating a quiet setting for sunrise, sunset, and open-air relaxation. A private nature path winds through preserved surroundings and leads to a Gulf-front observation dock, ideal for wildlife viewing and enjoying the surrounding natural setting. Additional features include a lift to the second floor for added convenience. Centrally located in Marathon, the home offers convenient access to shopping, dining, & daily necessities. With a deeded marina slip, elevated water views, pool, garage space, storage, multiple lanais, and a flexible custom layout, this property offers a rare combination of privacy, space, and boating access in Marathon. Schedule a private showing to experience this custom home and deeded marina slip in person.

205 Stirrup, Marathon

$2,246,000

Built for the offshore lifestyle, this exceptional Summerland Key waterfront home blends luxury coastal living with the kind of boating access serious anglers dream about. Completely renovated from top to bottom, the property sits on a deep water canal with 60 feet of brand new concrete dockage and quick direct access to open water, making it ideal for larger center consoles, sportfish boats, and offshore cruising. Inside, the home was designed for relaxed Keys living with vaulted ceilings, impact windows and doors, quartz countertops, custom wood cabinetry, stainless steel appliances, and an open layout filled with natural light and canal views. The spacious primary suite is privately situated on the second floor, offering a peaceful retreat with elevated views and added separation from the guest accommodations below. The outdoor living experience is what truly sets this property apart. The waterfront pool features all brand-new equipment, including a heater and chiller, allowing for year-round enjoyment in every season. A portion of the pool area is partially covered, creating the perfect shaded outdoor lounge space after a day on the water. Covered balconies, spacious patios, and tropical landscaping give the property a true private resort feel. The custom putting green and mini golf area adds a unique touch rarely found in the Keys, creating an incredible space for entertaining guests while enjoying the waterfront setting. Whether you're heading offshore for tuna and swordfish, running to the reef, or enjoying sunset cruises through the Lower Keys, this location puts you minutes from some of the best boating and fishing in the Florida Keys. Built with durable Hardie board construction, a metal roof, impact windows and doors, covered parking, and more than 1,000 square feet of enclosed storage space underneath the home, this turnkey waterfront retreat offers the perfect balance of luxury, functionality, and the authentic Florida Keys boating lifestyle.

3 Beds ⋅ 2 Baths ⋅ 620177 MLS

Built for the offshore lifestyle, this exceptional Summerland Key waterfront home blends luxury coastal living with the kind of boating access serious anglers dream about. Completely renovated from top to bottom, the property sits on a deep water canal with 60 feet of brand new concrete dockage and quick direct access to open water, making it ideal for larger center consoles, sportfish boats, and offshore cruising. Inside, the home was designed for relaxed Keys living with vaulted ceilings, impact windows and doors, quartz countertops, custom wood cabinetry, stainless steel appliances, and an open layout filled with natural light and canal views. The spacious primary suite is privately situated on the second floor, offering a peaceful retreat with elevated views and added separation from the guest accommodations below. The outdoor living experience is what truly sets this property apart. The waterfront pool features all brand-new equipment, including a heater and chiller, allowing for year-round enjoyment in every season. A portion of the pool area is partially covered, creating the perfect shaded outdoor lounge space after a day on the water. Covered balconies, spacious patios, and tropical landscaping give the property a true private resort feel. The custom putting green and mini golf area adds a unique touch rarely found in the Keys, creating an incredible space for entertaining guests while enjoying the waterfront setting. Whether you're heading offshore for tuna and swordfish, running to the reef, or enjoying sunset cruises through the Lower Keys, this location puts you minutes from some of the best boating and fishing in the Florida Keys. Built with durable Hardie board construction, a metal roof, impact windows and doors, covered parking, and more than 1,000 square feet of enclosed storage space underneath the home, this turnkey waterfront retreat offers the perfect balance of luxury, functionality, and the authentic Florida Keys boating lifestyle.

848 E Caribbean Dr, Summerland

$2,220,000

High quality concrete 3/2 in Summerland Cove. One of the best boating communities in the lower Keys for deep water, aqua blue canal water, and oceanside access with no bridges! Brand new 60' concrete dock has just been installed. Step inside to find the fresh, modern renovation done in 2024. Featuring 3 bedrooms 2 baths with the private 3rd floor primary suite. 24'' modern white tile throughout, impact windows and doors with custom window blinds with a filtered light or privacy mode. Expansive great room with vaulted ceiling, all new recessed lighting, coastal kitchen with quartz countertops and waterfall edge. The large covered back porch overlooks the canal. Rear stairs to the custom concrete pool and 60' concrete dock. Lower storage room and covered parking. Enjoy access to world class fishing and diving sites in just minutes. Situated on a 60x100 ft lot in one of the most desirable neighborhoods in the Lower Keys.

3 Beds ⋅ 2 Baths ⋅ 619294 MLS

High quality concrete 3/2 in Summerland Cove. One of the best boating communities in the lower Keys for deep water, aqua blue canal water, and oceanside access with no bridges! Brand new 60' concrete dock has just been installed. Step inside to find the fresh, modern renovation done in 2024. Featuring 3 bedrooms 2 baths with the private 3rd floor primary suite. 24'' modern white tile throughout, impact windows and doors with custom window blinds with a filtered light or privacy mode. Expansive great room with vaulted ceiling, all new recessed lighting, coastal kitchen with quartz countertops and waterfall edge. The large covered back porch overlooks the canal. Rear stairs to the custom concrete pool and 60' concrete dock. Lower storage room and covered parking. Enjoy access to world class fishing and diving sites in just minutes. Situated on a 60x100 ft lot in one of the most desirable neighborhoods in the Lower Keys.

937 Gulf Dr, Summerland

$2,200,000

Welcome to 273 W Seaview Dr, a private retreat in the heart of Duck Key, home to Hawks Cay Resort and some of the best boating and fishing waters in the Florida Keys. Built in 2020 on a 15,247 SF lot, this concrete home is elevated on concrete pilings and engineered to withstand hurricane force winds, with impact windows and doors throughout for lasting peace of mind and favorable insurance considerations. The main living level is reached by two separate entries, a front stairway and a rear balcony, and offers 3 bedrooms, 2 full bathrooms, and an in unit washer and dryer across a bright, thoughtfully finished floor plan with custom exterior finishes, drywall interiors, a flat clay tile roof, and forced air cooling. Below, the ground level provides extensive covered parking and storage space, along with a shaded open porch, ideal for boat gear or beach equipment. Outdoors, the property has been extensively upgraded. The owner just completed a brand new 288 SF pool with a paver deck, and recently added a paver brick driveway and multiple brick and tile patio areas for entertaining. The yard is enclosed with wrought iron fencing and gates for added privacy. A standout feature is the detached 2,046 SF garage on the south side of the property, built in 2023 with room for up to nine vehicles, a rare find for boat owners, car collectors, or anyone in need of serious storage space in the Keys. This property suits a vacation home or full time residence equally well. Duck Key offers a welcoming, close knit island community along with excellent public, private, and charter schools nearby. Enjoy the Florida Keys lifestyle: no state income tax, roughly 230 sunny days a year, and some of the most stunning beaches, fishing, and boating waters in the country. Live securely, comfortably, and luxuriously in paradise, and schedule your private showing today.

3 Beds ⋅ 2 Baths ⋅ 620645 MLS

Welcome to 273 W Seaview Dr, a private retreat in the heart of Duck Key, home to Hawks Cay Resort and some of the best boating and fishing waters in the Florida Keys. Built in 2020 on a 15,247 SF lot, this concrete home is elevated on concrete pilings and engineered to withstand hurricane force winds, with impact windows and doors throughout for lasting peace of mind and favorable insurance considerations. The main living level is reached by two separate entries, a front stairway and a rear balcony, and offers 3 bedrooms, 2 full bathrooms, and an in unit washer and dryer across a bright, thoughtfully finished floor plan with custom exterior finishes, drywall interiors, a flat clay tile roof, and forced air cooling. Below, the ground level provides extensive covered parking and storage space, along with a shaded open porch, ideal for boat gear or beach equipment. Outdoors, the property has been extensively upgraded. The owner just completed a brand new 288 SF pool with a paver deck, and recently added a paver brick driveway and multiple brick and tile patio areas for entertaining. The yard is enclosed with wrought iron fencing and gates for added privacy. A standout feature is the detached 2,046 SF garage on the south side of the property, built in 2023 with room for up to nine vehicles, a rare find for boat owners, car collectors, or anyone in need of serious storage space in the Keys. This property suits a vacation home or full time residence equally well. Duck Key offers a welcoming, close knit island community along with excellent public, private, and charter schools nearby. Enjoy the Florida Keys lifestyle: no state income tax, roughly 230 sunny days a year, and some of the most stunning beaches, fishing, and boating waters in the country. Live securely, comfortably, and luxuriously in paradise, and schedule your private showing today.

273 W Seaview Dr, Duck Key

$2,200,000

Welcome to Your Slice of Paradise in the Florida Keys Discover the perfect blend of island charm, waterfront living, and investment potential in this fully furnished, turnkey home in the heart of Marathon. Whether you're searching for a vacation getaway, a full-time residence, or a proven income-producing property, this exceptional home offers it all. Property Highlights 3 Bedrooms | 2 Bathrooms Bonus room/flex space perfect for guests, a home office, or additional living space Fully furnished and move-in ready Excellent vacation rental history 17,000 lb boat lift 150 feet of seawall Private tiki hut for relaxing and entertaining Short walk to Sombrero Beach Just a 3-minute idle boat ride to the open Atlantic Ocean Minutes from the iconic Sombrero Key Lighthouse Exceptional boating access with quick ocean access Beautiful outdoor living spaces designed to embrace the Florida Keys lifestyle Wake up to gentle ocean breezes, spend your days boating or relaxing on the beach, and unwind beneath the tiki hut as the sun sets. With outstanding boating access, a sought-after location, and a successful vacation rental history, this waterfront retreat is the perfect opportunity to experience the very best of island living. Live like you're on vacation every day in the beautiful Florida Keys.

3 Beds ⋅ 2 Baths ⋅ 620513 MLS

Welcome to Your Slice of Paradise in the Florida Keys Discover the perfect blend of island charm, waterfront living, and investment potential in this fully furnished, turnkey home in the heart of Marathon. Whether you're searching for a vacation getaway, a full-time residence, or a proven income-producing property, this exceptional home offers it all. Property Highlights 3 Bedrooms | 2 Bathrooms Bonus room/flex space perfect for guests, a home office, or additional living space Fully furnished and move-in ready Excellent vacation rental history 17,000 lb boat lift 150 feet of seawall Private tiki hut for relaxing and entertaining Short walk to Sombrero Beach Just a 3-minute idle boat ride to the open Atlantic Ocean Minutes from the iconic Sombrero Key Lighthouse Exceptional boating access with quick ocean access Beautiful outdoor living spaces designed to embrace the Florida Keys lifestyle Wake up to gentle ocean breezes, spend your days boating or relaxing on the beach, and unwind beneath the tiki hut as the sun sets. With outstanding boating access, a sought-after location, and a successful vacation rental history, this waterfront retreat is the perfect opportunity to experience the very best of island living. Live like you're on vacation every day in the beautiful Florida Keys.

64 Tingler Ln, Marathon

$2,200,000

Welcome to your waterfront retreat on Ramrod Key, where beautiful open water views, quick ocean access, and exceptional outdoor living create the ultimate Florida Keys lifestyle. Built by renowned Tom Ryan in 2007, this well-maintained 3-bedroom, 2-bath home is designed for both relaxation and adventure. Step inside to a bright, open-concept living area featuring a spacious kitchen with ample storage and seamless flow between the living, dining, and outdoor spaces. A split floor plan offers privacy for owners and guests alike, while the primary suite enjoys its own porch overlooking your private salt pool, creating the perfect place to greet the sunrise with a cup of coffee. Outside, the property truly shines. Boaters will appreciate the 40-foot dock with a 60-foot walkway and quick access to the Atlantic Ocean. Spend your days fishing, diving, or exploring the backcountry before returning home to unwind beneath the tiki hut or take a dip in the heated and chilled saltwater pool, recently recoated and tiled and offering up to 6 feet of depth. A small sandy beach adds to the island charm and provides a unique waterfront setting rarely found in the Keys. Additional features include impact windows and doors, metal roof, a dedicated laundry room and garage with ample storage for all your gear, making this property an ideal full-time residence, vacation home, or investment opportunity. Experience the best of waterfront living in the Lower Florida Keys.

3 Beds ⋅ 2 Baths ⋅ 620145 MLS

Welcome to your waterfront retreat on Ramrod Key, where beautiful open water views, quick ocean access, and exceptional outdoor living create the ultimate Florida Keys lifestyle. Built by renowned Tom Ryan in 2007, this well-maintained 3-bedroom, 2-bath home is designed for both relaxation and adventure. Step inside to a bright, open-concept living area featuring a spacious kitchen with ample storage and seamless flow between the living, dining, and outdoor spaces. A split floor plan offers privacy for owners and guests alike, while the primary suite enjoys its own porch overlooking your private salt pool, creating the perfect place to greet the sunrise with a cup of coffee. Outside, the property truly shines. Boaters will appreciate the 40-foot dock with a 60-foot walkway and quick access to the Atlantic Ocean. Spend your days fishing, diving, or exploring the backcountry before returning home to unwind beneath the tiki hut or take a dip in the heated and chilled saltwater pool, recently recoated and tiled and offering up to 6 feet of depth. A small sandy beach adds to the island charm and provides a unique waterfront setting rarely found in the Keys. Additional features include impact windows and doors, metal roof, a dedicated laundry room and garage with ample storage for all your gear, making this property an ideal full-time residence, vacation home, or investment opportunity. Experience the best of waterfront living in the Lower Florida Keys.

27348 Dominica Ln, Ramrod

$2,200,000

Two Parcels Included!!! Welcome to 1320 6th Street, a fantastic investment opportunity in a prime midtown Key West location. This property features three private units, each offering great rental income potential. Your chance to make money and have a home in paradise. Newly remodeled kitchen in the rental home. Enjoy the large inviting pool and well-maintained grounds, all just minutes from downtown Key West. Whether you're looking for a lucrative rental property or a versatile family compound, this unique property is a perfect choice. Don't miss your chance to own this gem in the heart of Key West! Prime Corner Lot enjoy the benefits of a corner lot with enhanced privacy and curb appeal. The property has ample parking and features a three-vehicle covered carport, along with additional off-street parking that can accommodate your boat or RV. The layout and landscaping provide a sense of seclusion, ensuring a comfortable living experience for tenants. This multi-family property is a rare find, combining practicality, privacy, and profitability. Don't miss out on this outstanding investment opportunity!

5 Beds ⋅ 4 Baths ⋅ 619406 MLS

Two Parcels Included!!! Welcome to 1320 6th Street, a fantastic investment opportunity in a prime midtown Key West location. This property features three private units, each offering great rental income potential. Your chance to make money and have a home in paradise. Newly remodeled kitchen in the rental home. Enjoy the large inviting pool and well-maintained grounds, all just minutes from downtown Key West. Whether you're looking for a lucrative rental property or a versatile family compound, this unique property is a perfect choice. Don't miss your chance to own this gem in the heart of Key West! Prime Corner Lot enjoy the benefits of a corner lot with enhanced privacy and curb appeal. The property has ample parking and features a three-vehicle covered carport, along with additional off-street parking that can accommodate your boat or RV. The layout and landscaping provide a sense of seclusion, ensuring a comfortable living experience for tenants. This multi-family property is a rare find, combining practicality, privacy, and profitability. Don't miss out on this outstanding investment opportunity!

1320 6th St, Key West

$2,200,000

Welcome to 317 E Seaview Cir, now for sale on Duck Key's exclusive Yacht Club Island. Built in 2021, this three story concrete home is elevated on concrete pilings for lasting hurricane resilience, with a paver driveway and walkway leading to the entrance. The home offers 3 bedrooms and 2.5 bathrooms, along with an included washer and dryer. Take in open ocean views from both the second and third stories, and enjoy the added peace of a vacant lot next door. The beautifully landscaped grounds create a true island living feel, and the concrete pool, finished with a paver deck, heat pump, and a four foot high self closing safety gate, is ready for year round enjoyment. Duck Key offers a welcoming, close knit island community along with excellent public, private, and charter schools nearby. Enjoy the Florida Keys lifestyle: no state income tax, roughly 230 sunny days a year, and some of the most beautiful beaches, fishing, and boating waters in the country. Schedule your private showing today.

3 Beds ⋅ 3 Baths ⋅ 618195 MLS

Welcome to 317 E Seaview Cir, now for sale on Duck Key's exclusive Yacht Club Island. Built in 2021, this three story concrete home is elevated on concrete pilings for lasting hurricane resilience, with a paver driveway and walkway leading to the entrance. The home offers 3 bedrooms and 2.5 bathrooms, along with an included washer and dryer. Take in open ocean views from both the second and third stories, and enjoy the added peace of a vacant lot next door. The beautifully landscaped grounds create a true island living feel, and the concrete pool, finished with a paver deck, heat pump, and a four foot high self closing safety gate, is ready for year round enjoyment. Duck Key offers a welcoming, close knit island community along with excellent public, private, and charter schools nearby. Enjoy the Florida Keys lifestyle: no state income tax, roughly 230 sunny days a year, and some of the most beautiful beaches, fishing, and boating waters in the country. Schedule your private showing today.

317 E Seaview Cir, Duck Key

$2,200,000

First time on the market, this beautiful oceanside Key West/Bahama style home features 3 bedrooms/2 bathrooms, split floorplan for privacy, open living & entertaining area highlighted by soaring vaulted ceilings and abundant natural light. Spacious living area flows effortlessly onto an expansive lanai creating the perfect setting for outdoor dining, relaxing evenings, and enjoying the waterfront surroundings. The ground level features an impressive 2,376 square foot garage space (rarely found in the Keys) ideal for vehicles, boats, storage & workshop. Coveted corner lot with 215 feet of concrete dockage with davits. The canal provides direct ocean access to Tavernier Creek offering convenient & efficient passage to both the ocean and the bay, making this location especially desirable for anglers and cruisers alike. This is an opportunity to own a special waterfront home with exceptional dockage, oversized 10,000 square foot lot, tropical landscaping, and a paver driveway. This home is located near schools, shopping, restaurants, marinas (to fuel your boat). movie theater, and hospital.

3 Beds ⋅ 2 Baths ⋅ 618660 MLS

First time on the market, this beautiful oceanside Key West/Bahama style home features 3 bedrooms/2 bathrooms, split floorplan for privacy, open living & entertaining area highlighted by soaring vaulted ceilings and abundant natural light. Spacious living area flows effortlessly onto an expansive lanai creating the perfect setting for outdoor dining, relaxing evenings, and enjoying the waterfront surroundings. The ground level features an impressive 2,376 square foot garage space (rarely found in the Keys) ideal for vehicles, boats, storage & workshop. Coveted corner lot with 215 feet of concrete dockage with davits. The canal provides direct ocean access to Tavernier Creek offering convenient & efficient passage to both the ocean and the bay, making this location especially desirable for anglers and cruisers alike. This is an opportunity to own a special waterfront home with exceptional dockage, oversized 10,000 square foot lot, tropical landscaping, and a paver driveway. This home is located near schools, shopping, restaurants, marinas (to fuel your boat). movie theater, and hospital.

216 Sonny Rd, Tavernier

$2,199,000

On a quiet lane in Old Town, this classic Conch home offers a setting where life feels just a little slower and a lot more enjoyable. From the moment you step inside, the home draws you outward, where indoor living blends naturally with the surrounding outdoor spaces. The heart of the home is built around entertaining. The living area, kitchen, and dining space come together in a way that encourages gathering, while the outdoor covered patio is perfect for dining or lounging creating a natural extension for everything from slow mornings to late evenings. Step outside and the pace shifts. Sitting on a large L shaped lot, the pool becomes the centerpiece, surrounded by deck space, greenery, and just enough privacy to make it feel like your own little corner of the island. The inviting primary suite is a peaceful retreat, featuring vaulted ceilings and French doors that open directly to the pool. Upstairs, two additional bedrooms and a shared bath provide comfortable separation, while the detached poolside cottage, with its own bath and outdoor shower offers flexible space for guests, a workspace, or added privacy. A convenient powder room is also located just off the kitchen. Dade County pine walls, wood floors, and tall ceilings bring warmth and authenticity, giving the home a sense of history without ever feeling heavy. It is comfortable, inviting, and easy to live in, the kind of home that makes everyday moments feel just a little more special. Quiet, central, and layered with history, 1109 Stump Lane stands as one of Old Town's most compelling hidden opportunities, a rare chance to own a truly private retreat in the heart of Key West.

3 Beds ⋅ 4 Baths ⋅ 619404 MLS

On a quiet lane in Old Town, this classic Conch home offers a setting where life feels just a little slower and a lot more enjoyable. From the moment you step inside, the home draws you outward, where indoor living blends naturally with the surrounding outdoor spaces. The heart of the home is built around entertaining. The living area, kitchen, and dining space come together in a way that encourages gathering, while the outdoor covered patio is perfect for dining or lounging creating a natural extension for everything from slow mornings to late evenings. Step outside and the pace shifts. Sitting on a large L shaped lot, the pool becomes the centerpiece, surrounded by deck space, greenery, and just enough privacy to make it feel like your own little corner of the island. The inviting primary suite is a peaceful retreat, featuring vaulted ceilings and French doors that open directly to the pool. Upstairs, two additional bedrooms and a shared bath provide comfortable separation, while the detached poolside cottage, with its own bath and outdoor shower offers flexible space for guests, a workspace, or added privacy. A convenient powder room is also located just off the kitchen. Dade County pine walls, wood floors, and tall ceilings bring warmth and authenticity, giving the home a sense of history without ever feeling heavy. It is comfortable, inviting, and easy to live in, the kind of home that makes everyday moments feel just a little more special. Quiet, central, and layered with history, 1109 Stump Lane stands as one of Old Town's most compelling hidden opportunities, a rare chance to own a truly private retreat in the heart of Key West.

1109 Stump Ln, Key West

$2,199,000

This versatile 3-family property offers a rare blend of privacy & income potential. Designed as 3 distinct residences, each with a private entrance and it's own kitchen and w/d, the property is ideal for an owner-occupant seeking rental income or an investment for long term, vacation rentals or family compound. Main Level - Primary Residence: The spacious downstairs layout features a 2 bed, 2 bath, open-concept living area & updated kitchen w/ quartz countertops, wine cooler, & pantry overlooking the pool. The master suite has a built-in office, a custom walk-in closet system, & updated bath w/walk in shower. Main Level - Guest Suite is freshly painted w/private entrance, full kitchen, dedicated laundry, & full bathroom. Upper Level -3 beds & 2 baths, w/d, private entrance, French doors & balconies overlook the backyard foliage & pool. The 2nd remodeled bathroom services the 2 bedrooms, 1 of which is used as a media room. The open Living room/Kitchen has built-in wall shelves, The secluded backyard features a heated/chilled saltwater pool w/custom water feature by renowned master potter Jay Gogin. The grounds are secured by unique bamboo fencing and include a refreshing outdoor shower. Whole-house Generac generator and a large Rheem on-demand gas tankless water heater. Front of the house features an elevated patio overlooking the street. metal roof, accordion/panel storm shutters, & 2 driveways as well as 3 off-street parking . Need 24 hour notice to show!

6 Beds ⋅ 5 Baths ⋅ 617882 MLS

This versatile 3-family property offers a rare blend of privacy & income potential. Designed as 3 distinct residences, each with a private entrance and it's own kitchen and w/d, the property is ideal for an owner-occupant seeking rental income or an investment for long term, vacation rentals or family compound. Main Level - Primary Residence: The spacious downstairs layout features a 2 bed, 2 bath, open-concept living area & updated kitchen w/ quartz countertops, wine cooler, & pantry overlooking the pool. The master suite has a built-in office, a custom walk-in closet system, & updated bath w/walk in shower. Main Level - Guest Suite is freshly painted w/private entrance, full kitchen, dedicated laundry, & full bathroom. Upper Level -3 beds & 2 baths, w/d, private entrance, French doors & balconies overlook the backyard foliage & pool. The 2nd remodeled bathroom services the 2 bedrooms, 1 of which is used as a media room. The open Living room/Kitchen has built-in wall shelves, The secluded backyard features a heated/chilled saltwater pool w/custom water feature by renowned master potter Jay Gogin. The grounds are secured by unique bamboo fencing and include a refreshing outdoor shower. Whole-house Generac generator and a large Rheem on-demand gas tankless water heater. Front of the house features an elevated patio overlooking the street. metal roof, accordion/panel storm shutters, & 2 driveways as well as 3 off-street parking . Need 24 hour notice to show!

1609 United St, Key West

$2,199,000

Seller Financing Available | Pre-Construction Waterfront Retreat | Deep Water | Sunrise Views Located right across from the island of Boot Key, this exceptional pre-construction offering combines protected deep-water living, open-water views, and one of the most desirable boating locations in Marathon. Explore scenic kayak trails for beginners and advanced paddlers, surrounded by rich nature and wildlife where dolphins and manatees are frequently seen. The property faces east for breathtaking sunrises, while Boot Key provides natural protection during storms—creating an ideal, secure harbor environment. With approx 60 feet of deep-water dockage, enjoy ample space for large or multiple vessels, excellent maneuverability, and direct access to world-class boating. Inside the harbor, convenience is unmatched with 5 restaurants and 3 gas docks just minutes away. Commencing soon on this with construction, the custom home is designed with modern coastal style and true Keys practicality. The residence will feature 3 bedrooms and 2.5 bathrooms, offering elevated living spaces perfectly oriented toward panoramic Boot Key Harbor views. Whether you're a dedicated boater, nature lover, investor, or seeking a peaceful Keys escape, this rare property delivers the ultimate blend of location, protection, and lifestyle. Seller will finance with half down!

3 Beds ⋅ 3 Baths ⋅ 617567 MLS

Seller Financing Available | Pre-Construction Waterfront Retreat | Deep Water | Sunrise Views Located right across from the island of Boot Key, this exceptional pre-construction offering combines protected deep-water living, open-water views, and one of the most desirable boating locations in Marathon. Explore scenic kayak trails for beginners and advanced paddlers, surrounded by rich nature and wildlife where dolphins and manatees are frequently seen. The property faces east for breathtaking sunrises, while Boot Key provides natural protection during storms—creating an ideal, secure harbor environment. With approx 60 feet of deep-water dockage, enjoy ample space for large or multiple vessels, excellent maneuverability, and direct access to world-class boating. Inside the harbor, convenience is unmatched with 5 restaurants and 3 gas docks just minutes away. Commencing soon on this with construction, the custom home is designed with modern coastal style and true Keys practicality. The residence will feature 3 bedrooms and 2.5 bathrooms, offering elevated living spaces perfectly oriented toward panoramic Boot Key Harbor views. Whether you're a dedicated boater, nature lover, investor, or seeking a peaceful Keys escape, this rare property delivers the ultimate blend of location, protection, and lifestyle. Seller will finance with half down!

1252 24th St, Marathon

$2,195,000

Welcome to Pen Key Club -- Islamorada's most private and prestigious gated bayfront enclave -- where legacy living meets effortless island luxury. This spacious Key West-inspired residence offers the rare combination of privacy, scale, and resort-style amenities that families and discerning buyers seek but seldom find in the Keys. Wrapped in mature tropical landscaping and timeless architectural charm, the home lives beautifully indoors and out. Sunlit interiors flow to wide wraparound porches, garden-view patios, and multiple gathering spaces designed for entertaining, relaxing, and savoring the island's signature golden sunsets. With three large bedrooms, generous living areas, and inviting outdoor retreats, the home provides the comfort and flexibility ideal for full-time living, seasonal escapes, or multigenerational enjoyment. Pen Key Club is one of Islamorada's most exclusive communities, offering residents a curated suite of amenities: a resort-style pool, a protected marina, kayak launch, and a stunning owners-only sunset point. The protected marina delivers direct access to world-class sport fishing and boating, while full-time on-site property management ensures seamless peace of mind whether you're home or away. Perfectly positioned in the heart of Islamorada, the property offers quick access to fine dining, boutique shopping, and the legendary waters that define the sport fishing capital of the world. This is more than a home -- it's a private retreat, a long-term investment, and a rare opportunity to own within one of the Keys' most coveted communities. Experience the unmatched blend of luxury, leisure, and privacy that makes Pen Key Club truly exceptional.

3 Beds ⋅ 4 Baths ⋅ 621487 MLS

Welcome to Pen Key Club -- Islamorada's most private and prestigious gated bayfront enclave -- where legacy living meets effortless island luxury. This spacious Key West-inspired residence offers the rare combination of privacy, scale, and resort-style amenities that families and discerning buyers seek but seldom find in the Keys. Wrapped in mature tropical landscaping and timeless architectural charm, the home lives beautifully indoors and out. Sunlit interiors flow to wide wraparound porches, garden-view patios, and multiple gathering spaces designed for entertaining, relaxing, and savoring the island's signature golden sunsets. With three large bedrooms, generous living areas, and inviting outdoor retreats, the home provides the comfort and flexibility ideal for full-time living, seasonal escapes, or multigenerational enjoyment. Pen Key Club is one of Islamorada's most exclusive communities, offering residents a curated suite of amenities: a resort-style pool, a protected marina, kayak launch, and a stunning owners-only sunset point. The protected marina delivers direct access to world-class sport fishing and boating, while full-time on-site property management ensures seamless peace of mind whether you're home or away. Perfectly positioned in the heart of Islamorada, the property offers quick access to fine dining, boutique shopping, and the legendary waters that define the sport fishing capital of the world. This is more than a home -- it's a private retreat, a long-term investment, and a rare opportunity to own within one of the Keys' most coveted communities. Experience the unmatched blend of luxury, leisure, and privacy that makes Pen Key Club truly exceptional.

33 Pen, Islamorada

$2,195,000

Completed in 2025, this brand-new, elevated two-story home rises above the surrounding homes and is built above flood level. Excellent location close to the beach. Category 5 hurricane-rated construction, impact windows and doors, and Hardie board siding combine coastal style with storm protection. The home offers 3 bedrooms and 3 bathrooms, plus an office currently set up with bunk beds as a fourth sleeping space. Separate laundry room. The backyard is a gorgeous tropical retreat. A large heated pool and spa are surrounded by a gorgeous stone deck, lush landscaping and dramatic evening lighting. A huge poolside Tiki hut creates a spectacular setting for shaded dining, lounging and entertaining, while a putting green adds to the fun. Generous gathering areas and a completely fenced yard make this outdoor oasis perfect for sunny afternoons and unforgettable evenings beneath the palms. Inside, bright, open living and dining spaces flow into a beautiful kitchen with white cabinetry, stainless steel appliances, a blue tile backsplash and a generous island with seating. Balconies extend the living space outdoors. Beneath the home, a large covered area offers room to watch sports, relax and entertain, or serve as a carport. A permitted downstairs enclosure provides valuable storage and pool cabana. New construction, an elevated setting and an exceptional backyard come together in one remarkable property. Don't miss your opportunity to make this tropical escape your own!

3 Beds ⋅ 2 Baths ⋅ 621461 MLS

Completed in 2025, this brand-new, elevated two-story home rises above the surrounding homes and is built above flood level. Excellent location close to the beach. Category 5 hurricane-rated construction, impact windows and doors, and Hardie board siding combine coastal style with storm protection. The home offers 3 bedrooms and 3 bathrooms, plus an office currently set up with bunk beds as a fourth sleeping space. Separate laundry room. The backyard is a gorgeous tropical retreat. A large heated pool and spa are surrounded by a gorgeous stone deck, lush landscaping and dramatic evening lighting. A huge poolside Tiki hut creates a spectacular setting for shaded dining, lounging and entertaining, while a putting green adds to the fun. Generous gathering areas and a completely fenced yard make this outdoor oasis perfect for sunny afternoons and unforgettable evenings beneath the palms. Inside, bright, open living and dining spaces flow into a beautiful kitchen with white cabinetry, stainless steel appliances, a blue tile backsplash and a generous island with seating. Balconies extend the living space outdoors. Beneath the home, a large covered area offers room to watch sports, relax and entertain, or serve as a carport. A permitted downstairs enclosure provides valuable storage and pool cabana. New construction, an elevated setting and an exceptional backyard come together in one remarkable property. Don't miss your opportunity to make this tropical escape your own!

1716 Laird St, Key West

$2,195,000

TRANSIENT LICENSE * NIGHTLY RENTALS* PROVEN RENTAL INCOME* IDEAL 1031 EXCHANGE OPPORTUNITY Casa De Las Palmas Rarely does a Florida Keys property combine proven income, privacy, and future potential like this. Situated on nearly two acres spanning four lots, this unique compound offers a coveted transient license allowing nightly rentals and a well-established vacation rental business with a strong history of performance. Historically generating over $200,000 annually, with recent projections ranging from $250,000 to $300,000, this is an outstanding opportunity for investors, vacation rental operators, or buyers seeking a premier 1031 Exchange replacement property. More than just a rental property, this is a proven income-producing asset with an established guest base, and delivering the authentic Florida Keys experience that visitors seek. Rather than starting from scratch, a new owner can step into a property with a successful operating history and demonstrated demand. The property features a 4-bedroom, 2-bath main residence, relaxing pool, expansive outdoor living areas, and a separate concrete guest structure complete with bedroom, bath, and kitchenette. Fully fenced with two private entrances, the grounds offer exceptional privacy, abundant tropical landscaping, fruit trees, palms, and ample space for RVs, boat trailers, and recreational equipment. Over 100 Palm trees Future upside may exist through additional development opportunities, expansion of the existing compound, or further enhancement of the guest experience, subject to buyer verification and applicable regulations. Properties offering a transient license, multiple lots, substantial acreage, proven income, and future potential are increasingly rare in today's Florida Keys market. Whether you're seeking a high-performing vacation rental, a strategic 1031 Exchange acquisition, or a private Florida Keys retreat, this property is positioned to deliver value and Solid ROI from day one.

5 Beds ⋅ 3 Baths ⋅ 620325 MLS

TRANSIENT LICENSE * NIGHTLY RENTALS* PROVEN RENTAL INCOME* IDEAL 1031 EXCHANGE OPPORTUNITY Casa De Las Palmas Rarely does a Florida Keys property combine proven income, privacy, and future potential like this. Situated on nearly two acres spanning four lots, this unique compound offers a coveted transient license allowing nightly rentals and a well-established vacation rental business with a strong history of performance. Historically generating over $200,000 annually, with recent projections ranging from $250,000 to $300,000, this is an outstanding opportunity for investors, vacation rental operators, or buyers seeking a premier 1031 Exchange replacement property. More than just a rental property, this is a proven income-producing asset with an established guest base, and delivering the authentic Florida Keys experience that visitors seek. Rather than starting from scratch, a new owner can step into a property with a successful operating history and demonstrated demand. The property features a 4-bedroom, 2-bath main residence, relaxing pool, expansive outdoor living areas, and a separate concrete guest structure complete with bedroom, bath, and kitchenette. Fully fenced with two private entrances, the grounds offer exceptional privacy, abundant tropical landscaping, fruit trees, palms, and ample space for RVs, boat trailers, and recreational equipment. Over 100 Palm trees Future upside may exist through additional development opportunities, expansion of the existing compound, or further enhancement of the guest experience, subject to buyer verification and applicable regulations. Properties offering a transient license, multiple lots, substantial acreage, proven income, and future potential are increasingly rare in today's Florida Keys market. Whether you're seeking a high-performing vacation rental, a strategic 1031 Exchange acquisition, or a private Florida Keys retreat, this property is positioned to deliver value and Solid ROI from day one.

125 Colson Dr, Cudjoe

$2,160,000

Wake up on the water in this turnkey, fully furnished coastal retreat in the heart of Key Largo. Complete with a modern, beach-chic design, this 3-bedroom, 3-bath home blends effortless luxury with true Florida Keys living. Outside, enjoy direct ocean access from your private dock with boat lift--just minutes to world-class fishing, diving and sandbars. After a day on the water, unwind in the resort-style pool with submerged bar stools, sun shelf, and turf yard perfect for lounging, grilling, and sunset cocktails. Walls of glass and multiple balconies frame sweeping ocean and canal views, filling the home with natural light. The open-concept main level features a stunning chef's kitchen with sleek cabinetry, quartz waterfall island, Bosch appliances, and gold accents, flowing into a relaxed living area designed for entertaining. The spacious primary suite is a true sanctuary with panoramic water views, private balcony, and spa-like bath boasting a freestanding soaking tub, oversized glass shower, and designer finishes. Guest rooms are thoughtfully furnished--including a bunk room--offering comfortable accommodations for family and friends. Offered fully furnished, down to the décor, this home is truly move-in ready--ideal as a primary residence, vacation escape, or high-end rental property. Experience the best of Keys waterfront living with style, comfort, and unbeatable ocean views

3 Beds ⋅ 3 Baths ⋅ 619503 MLS

Wake up on the water in this turnkey, fully furnished coastal retreat in the heart of Key Largo. Complete with a modern, beach-chic design, this 3-bedroom, 3-bath home blends effortless luxury with true Florida Keys living. Outside, enjoy direct ocean access from your private dock with boat lift--just minutes to world-class fishing, diving and sandbars. After a day on the water, unwind in the resort-style pool with submerged bar stools, sun shelf, and turf yard perfect for lounging, grilling, and sunset cocktails. Walls of glass and multiple balconies frame sweeping ocean and canal views, filling the home with natural light. The open-concept main level features a stunning chef's kitchen with sleek cabinetry, quartz waterfall island, Bosch appliances, and gold accents, flowing into a relaxed living area designed for entertaining. The spacious primary suite is a true sanctuary with panoramic water views, private balcony, and spa-like bath boasting a freestanding soaking tub, oversized glass shower, and designer finishes. Guest rooms are thoughtfully furnished--including a bunk room--offering comfortable accommodations for family and friends. Offered fully furnished, down to the décor, this home is truly move-in ready--ideal as a primary residence, vacation escape, or high-end rental property. Experience the best of Keys waterfront living with style, comfort, and unbeatable ocean views

704 Grouper Ln, Key Largo

$2,150,000

DIRECT OCEAN ACCESS IN PORT LARGO! Solid concrete 4-bedroom, 3-bath home featuring an open floor plan and 75 feet of dockage. Ideal for boating and fishing enthusiasts, with direct access to the Atlantic and easy access to offshore fishing, diving, snorkeling, sandbars, and cruising. Conveniently located in Key Largo near restaurants, marinas, dive shops, fishing charters, and waterfront attractions. Just minutes from Key Largo Community Park, one of the nicest recreational parks in the Upper Keys, offering tennis, recreation, green space, and the Jacobs Aquatic Center. Home also features a transfer switch at the electrical panel for generator operation. A great opportunity to enjoy the Florida Keys waterfront lifestyle with plenty of dockage and direct ocean access.

4 Beds ⋅ 3 Baths ⋅ 620975 MLS

DIRECT OCEAN ACCESS IN PORT LARGO! Solid concrete 4-bedroom, 3-bath home featuring an open floor plan and 75 feet of dockage. Ideal for boating and fishing enthusiasts, with direct access to the Atlantic and easy access to offshore fishing, diving, snorkeling, sandbars, and cruising. Conveniently located in Key Largo near restaurants, marinas, dive shops, fishing charters, and waterfront attractions. Just minutes from Key Largo Community Park, one of the nicest recreational parks in the Upper Keys, offering tennis, recreation, green space, and the Jacobs Aquatic Center. Home also features a transfer switch at the electrical panel for generator operation. A great opportunity to enjoy the Florida Keys waterfront lifestyle with plenty of dockage and direct ocean access.

478 Bahia Ave, Key Largo

$2,150,000

Situated on a corner lot in a quiet neighborhood, this spacious, professionally designed, and meticulously maintained two-story, 5-bedroom, 3-bath home offers the best of luxurious island living. The open floor plan with vaulted ceilings creates a bright and inviting space, perfect for entertaining. The modern kitchen features a large island ideal for gathering with family and friends. Proudly owned by the second owners since the home was custom built by the original owner in 1994. Enjoy the convenience of an enclosed garage, a large laundry and utility area, and additional covered parking. Outdoor highlights include a widow's walk, open balconies, and ample room for a pool. New metal roof in 2024. Boaters will love the 65 feet of concrete dockage with davits—just minutes to the Gulf and a quick ride to the Ocean side via Vaca Cut.

5 Beds ⋅ 3 Baths ⋅ 620169 MLS

Situated on a corner lot in a quiet neighborhood, this spacious, professionally designed, and meticulously maintained two-story, 5-bedroom, 3-bath home offers the best of luxurious island living. The open floor plan with vaulted ceilings creates a bright and inviting space, perfect for entertaining. The modern kitchen features a large island ideal for gathering with family and friends. Proudly owned by the second owners since the home was custom built by the original owner in 1994. Enjoy the convenience of an enclosed garage, a large laundry and utility area, and additional covered parking. Outdoor highlights include a widow's walk, open balconies, and ample room for a pool. New metal roof in 2024. Boaters will love the 65 feet of concrete dockage with davits—just minutes to the Gulf and a quick ride to the Ocean side via Vaca Cut.

180 Ana Ct, Marathon

$2,150,000

Tucked away on a quiet private lane, this charming classic Key West cottage offers the perfect blend of historic character and modern comfort. Thoughtfully renovated, the home features a spacious, light-filled kitchen with updated finishes--ideal for entertaining or relaxed island living. The home works beautifully as a two-primary suite layout, with the flexibility to convert one suite into a third bedroom or private study. Step outside to your own tropical retreat, complete with a refreshing plunge pool surrounded by lush landscaping. Located in the heart of Old Town, you're just moments from dining, shops, and the vibrant local scene, yet enjoy the peace and privacy of a hidden setting. Additional highlights include off-street parking--a rare and valuable convenience in this sought-after neighborhood. Whether you're seeking a full-time residence, vacation home, or investment property, this cottage captures the essence of Key West living. Possible Seller financing. .

3 Beds ⋅ 2 Baths ⋅ 619599 MLS

Tucked away on a quiet private lane, this charming classic Key West cottage offers the perfect blend of historic character and modern comfort. Thoughtfully renovated, the home features a spacious, light-filled kitchen with updated finishes--ideal for entertaining or relaxed island living. The home works beautifully as a two-primary suite layout, with the flexibility to convert one suite into a third bedroom or private study. Step outside to your own tropical retreat, complete with a refreshing plunge pool surrounded by lush landscaping. Located in the heart of Old Town, you're just moments from dining, shops, and the vibrant local scene, yet enjoy the peace and privacy of a hidden setting. Additional highlights include off-street parking--a rare and valuable convenience in this sought-after neighborhood. Whether you're seeking a full-time residence, vacation home, or investment property, this cottage captures the essence of Key West living. Possible Seller financing. .

810 Carey Ln, Key West

$2,150,000

This fully renovated canal front home at 1724 Bahama Drive offers modern waterfront living in a highly convenient location in Key West. The property features four bedrooms and four bathrooms and includes a separate mother in law unit, making it well suited for guests, extended family, or flexible use. The home has been completely updated with a new kitchen featuring quartz countertops, custom cabinetry, and stainless steel Thermador appliances. New tile flooring, updated lighting, and fully renovated bathrooms with clean modern finishes create a bright and comfortable interior throughout. The home also includes a new central air conditioning system and discreet security cameras that blend seamlessly into the design. A new roof adds peace of mind and makes this a true move in ready property. Outside, the home offers 56 feet of concrete seawall along a calm canal, providing excellent dockage potential and easy access for boating and paddleboarding. The outdoor space includes a bar and grilling area that is ideal for entertaining, along with a fully fenced yard finished with low maintenance turf for privacy and ease of care. The location is one of the home's strongest features. It is close to schools and the local high school and is within five minutes of grocery stores, restaurants, and beaches. Downtown Key West is approximately ten minutes away, offering quick access to Old Town, shopping, dining, and entertainment. This is a rare opportunity to own a fully renovated canal front home with flexible living space, boat ready frontage, and a central Key West location. One of the owners is a Licensed Florida Realtor.

4 Beds ⋅ 4 Baths ⋅ 618256 MLS

This fully renovated canal front home at 1724 Bahama Drive offers modern waterfront living in a highly convenient location in Key West. The property features four bedrooms and four bathrooms and includes a separate mother in law unit, making it well suited for guests, extended family, or flexible use. The home has been completely updated with a new kitchen featuring quartz countertops, custom cabinetry, and stainless steel Thermador appliances. New tile flooring, updated lighting, and fully renovated bathrooms with clean modern finishes create a bright and comfortable interior throughout. The home also includes a new central air conditioning system and discreet security cameras that blend seamlessly into the design. A new roof adds peace of mind and makes this a true move in ready property. Outside, the home offers 56 feet of concrete seawall along a calm canal, providing excellent dockage potential and easy access for boating and paddleboarding. The outdoor space includes a bar and grilling area that is ideal for entertaining, along with a fully fenced yard finished with low maintenance turf for privacy and ease of care. The location is one of the home's strongest features. It is close to schools and the local high school and is within five minutes of grocery stores, restaurants, and beaches. Downtown Key West is approximately ten minutes away, offering quick access to Old Town, shopping, dining, and entertainment. This is a rare opportunity to own a fully renovated canal front home with flexible living space, boat ready frontage, and a central Key West location. One of the owners is a Licensed Florida Realtor.

1724 Bahama Dr, Key West

$2,150,000

Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier—perfect for relaxing with family and friends while watching sunsets after a fun day on the water. The platform is equipped with a boat lift, floating jet ski dock, and an outdoor kitchen. The completely renovated, two-story CBS main home offers a spacious 1,950 sq. ft. living area with enough space to possibly add a third bedroom if needed. Large impact-resistant windows allow for views of peaceful sunrises and moonrises over the property and open water. The updated 536 sq. ft. frame-stucco guest cottage gives visitors their own comfortable retreat. Thoughtfully planned lighting enhances the 35,330 sq. ft. fenced property. Monroe County's small Palm Villa Park borders the southern edge, and the County owns the land directly across the street to the north, intended to remain undeveloped. Move-in ready and tastefully furnished, this tranquil slice of paradise is just minutes from local shops and restaurants, and only 30 miles from lively Key West. (Note: Living Area Sq. Ft. Source is the Property Record Card.)

3 Beds ⋅ 3 Baths ⋅ 617619 MLS

Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier—perfect for relaxing with family and friends while watching sunsets after a fun day on the water. The platform is equipped with a boat lift, floating jet ski dock, and an outdoor kitchen. The completely renovated, two-story CBS main home offers a spacious 1,950 sq. ft. living area with enough space to possibly add a third bedroom if needed. Large impact-resistant windows allow for views of peaceful sunrises and moonrises over the property and open water. The updated 536 sq. ft. frame-stucco guest cottage gives visitors their own comfortable retreat. Thoughtfully planned lighting enhances the 35,330 sq. ft. fenced property. Monroe County's small Palm Villa Park borders the southern edge, and the County owns the land directly across the street to the north, intended to remain undeveloped. Move-in ready and tastefully furnished, this tranquil slice of paradise is just minutes from local shops and restaurants, and only 30 miles from lively Key West. (Note: Living Area Sq. Ft. Source is the Property Record Card.)

30468 Oleander Blvd, Big Pine

$2,149,000

The Boater's Dream. Navigate the Marathon waters with ease right from your backyard. This property features a 55-foot, new composite dock situated on a deep canal, paired with a 20,000 lb boat lift. Embrace the sunshine in your private, fenced-in backyard. The grounds feature a heated in-ground pool, a screened patio, and a custom outdoor kitchen with a built-in outdoor kitchen--the perfect setup for hosting post-fishing dinners. The property is solid concrete construction and also boasts a brand-new metal roof for ultimate peace of mind. Massive storage, workshop, and garage. The stunning main living area is perched on the second floor, maximizing the beautiful canal views. The open-concept design seamlessly connects the living room to a gourmet kitchen outfitted with granite countertops, stainless steel appliances, a wine cooler, and custom cabinetry. The second floor also hosts two bedrooms and two bathrooms, including the spacious master suite. Fully furnished and fortified with impact-resistant doors and windows (plus accordion and Bahama shutters), this home is move-in ready. An interior staircase leads down to a highly desirable feature: a legal, above-flood ground-floor bedroom and full bathroom. An additional bonus room could easily be the fourth bedroom. The lower level is incredibly practical, offering a fully equipped garage, a dedicated storage room, and a workshop for all your maritime gear and tackle. This home is eligible for seven night rentals and would make a tremendous vacation rental investment.

3 Beds ⋅ 3 Baths ⋅ 620284 MLS

The Boater's Dream. Navigate the Marathon waters with ease right from your backyard. This property features a 55-foot, new composite dock situated on a deep canal, paired with a 20,000 lb boat lift. Embrace the sunshine in your private, fenced-in backyard. The grounds feature a heated in-ground pool, a screened patio, and a custom outdoor kitchen with a built-in outdoor kitchen--the perfect setup for hosting post-fishing dinners. The property is solid concrete construction and also boasts a brand-new metal roof for ultimate peace of mind. Massive storage, workshop, and garage. The stunning main living area is perched on the second floor, maximizing the beautiful canal views. The open-concept design seamlessly connects the living room to a gourmet kitchen outfitted with granite countertops, stainless steel appliances, a wine cooler, and custom cabinetry. The second floor also hosts two bedrooms and two bathrooms, including the spacious master suite. Fully furnished and fortified with impact-resistant doors and windows (plus accordion and Bahama shutters), this home is move-in ready. An interior staircase leads down to a highly desirable feature: a legal, above-flood ground-floor bedroom and full bathroom. An additional bonus room could easily be the fourth bedroom. The lower level is incredibly practical, offering a fully equipped garage, a dedicated storage room, and a workshop for all your maritime gear and tackle. This home is eligible for seven night rentals and would make a tremendous vacation rental investment.

969 Ocotillo Ln, Marathon