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$625,000
3 Beds ⋅ 2 Baths ⋅ 620431 MLS
Easy Keys living starts here! Whether you're looking for a weekend escape or a full-time residence, this adorable Key Largo home checks all the right boxes. Located in desirable Largo Sound Park, homeowners are eligible to join one of the best private HOA parks in the Upper Keys with a wide sandy beach, fantastic boat ramp, and beautiful waterfront setting to relax and enjoy the Keys lifestyle. Inside, you'll find a comfortable, well-kept 3 bedroom, 2 bath home with a practical layout and great curb appeal. Built for peace of mind, the home features concrete construction, a 2020 metal roof, impact windows and doors, and is located in an X flood zone. The ground-level design makes everyday living easy with no stairs to climb and no wasted space. With solid construction, a great neighborhood, and easy access to the water, this is an ideal choice for a weekend getaway or a full-time Keys residence. One hour to MIA, 5 minutes to Key Largo School, 4 minutes to Publix and 2 minutes to world famous John Pennekamp Coral Reef State Park. ($1,000 credit from seller to buyer for a new stove.)

19 Se Marlin Ave, Key Largo
$3,995,000
5 Beds ⋅ 4 Baths ⋅ 620430 MLS
Discover a rare opportunity to own an exceptional oceanfront estate in the heart of Islamorada that seamlessly combines luxury living with an established, successful vacation rental history. Situated on 1.82 private acres with approximately 225 feet of ocean frontage, this Residential Estate-zoned property is currently licensed for legal 7-day vacation rentals, making it one of the limited number of properties within the Village of Islamorada offering this highly sought-after privilege. With a documented history as a successful income-producing vacation rental, this property offers the opportunity to enjoy an extraordinary Florida Keys lifestyle while rental income may help offset the costs of ownership. A gated entrance welcomes you through a majestic Royal Palm-lined circular driveway to an impressive, covered portico. Inside, a dramatic foyer and elegant wrought-iron staircase set the tone for a home featuring five spacious bedrooms, four beautifully appointed bathrooms, and breathtaking ocean views throughout. Enjoy spectacular sunrises from the observation pier or relax year-round in the heated and chilled saltwater pool. The home is beautifully appointed with quartz countertops, premium appliances, impact-resistant windows, and exceptional craftsmanship throughout. Whether you're seeking a luxurious private residence or a proven income-producing property to help offset costs, this ideal combination of both is a remarkable Islamorada estate that offers an exceptional blend of privacy, oceanfront beauty, and one of the most desirable licensed weekly vacation rental opportunities in the Florida Keys.

87445 Old Hwy, Islamorada
$555,000
2 Beds ⋅ 2 Baths ⋅ 620427 MLS
Top Floor 2/2 with an Ocean View !! This Condo grossed $26,900.07 1/1/2026 through 8/20/2026 with owners and friends using it as well. There are No Restrictions on Owners or friends use. Being sold fully furnished with Housewares. Building 1 has New Railings , New Roof and walkway floors painting !! Cafe & Pool Bar are back open !! New Large picnic & Grilling areas too. The Marina has direct ocean access. Huge Pool with 14 person Spa. Lighted Pickle Ball & Tennis courts. The Beach area has new Tiki Huts & Coconut trees too !!

500 Burton Dr Unit 1402, Tavernier
$485,000
2 Beds ⋅ 3 Baths ⋅ 620425 MLS
PRICE REDUCTION AND 5K SELLER INCENTIVE OFFERED! ADDITIONAL 5K WITH PREFERRED LENDER! Excellent investment opportunity in the Florida Keys! This updated condo features a 2024 aluminum roof, fresh interior and exterior paint, updated bathrooms, new bedroom carpeting, and two ocean-view balconies. Enjoy private beach access, multiple dock slips, and a prime bayside location near popular restaurants, bars, and local attractions. The special assessment has been paid by the seller. Whether you're looking for a vacation home, rental property, or both, this is your chance to own a piece of paradise in the Fishing Capital of the World. some photos have been staged. Washer and Dryer allowed in unit.

92550 Overseas Hwy Unit APT 214, Tavernier
$2,750,000
4 Beds ⋅ 6 Baths ⋅ 620421 MLS
Resort-style living just got better! Turnkey waterfront living in prestigious Port Largo. This rare turnkey property offers a legally permitted duplex with ocean views, exceptional flexibility, and strong income potential in one of Key Largo's most desirable waterfront communities. The residence features two side-by-side townhomes, each with 2 bedrooms and 2.5 bathrooms, for a total of 4 bedrooms, 4 full baths, and 2 half baths. Every bedroom includes a private en-suite bath, providing comfort and privacy for owners and guests. Situated on 75 feet of waterfront, the property boasts a brand-new heated saltwater pool, concrete dock, and 20,000-pound Neptune boat lift. The wide, 80-foot deep-water canal offers quick ocean access, placing you on the first channel to the Atlantic with ocean views and easy access to world-class fishing, diving, and boating. Built entirely of concrete and fully renovated, this home combines durability with modern coastal style. Tastefully updated kitchen, flooring, baths, and more, this home was thoughtfully designed. Located on sought-after Marina Avenue, just steps from the private Port Largo homeowners' park, you'll enjoy beautiful sunrise views from the balconies and the privacy of a nature preserve directly across the street. The ground level includes a spacious storage room, covered parking, and a spacious tiki hut perfect for outdoor living and entertaining. Additional features include all impact windows and doors, an electric gated entrance on both sides, separate electric and water meters for each unit, and furnishings and décor included. Ideal as an investment property, family compound, or waterfront retreat, this unique Port Largo opportunity delivers the best of the Florida Keys lifestyle. Call today. Owner/Agent.

139 Marina Ave, Key Largo
$625,000
3 Beds ⋅ 2 Baths ⋅ 620419 MLS
Welcome to Faro Blanco Condominiums, an exclusive gated community of just 32 residences in the heart of Marathon. This spacious 3-bedroom, 2-bath condominium offers over 1,600 square feet of comfortable living space with an open floor plan designed for easy island living. Large Screened balcony overlooking the lush landscaping is a perfect outdoor retreat. Upgrades to this unit are tile throughout the main living areas, all impact windows and doors, new screens on porch, A/C installed in 2024 with UV light and updated roof on building that is only 2 years old. Residents enjoy the convenience of an elevator, beautifully maintained grounds, private parking, and community tennis courts. Perfectly positioned within walking distance of Faro Blanco Resort, Courtyard by Marriott which residents of Faro Blanco Condos have access to their pools along with receiving 20% off at restaurants. You'll love having dining, entertainment, marina activities, and resort amenities just steps from your door. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this centrally located condo offers the ideal blend of space, security, and the relaxed Florida Keys lifestyle. With shopping, the hospital, marinas, and all that Marathon has to offer just minutes away, you'll be perfectly situated to enjoy everything the Keys are known for.

1998 Overseas Hwy Unit APT 24A, Marathon
$799,000
3 Beds ⋅ 3 Baths ⋅ 620420 MLS
Welcome to your Geiger Key retreat, where exceptional boating, thoughtful updates, and island charm come together just 10 miles from Key West. This beautifully updated 3-bedroom, 2.5-bath home offers 1,518 sq. ft. of comfortable living space, designed for those who want to spend as much time on the water as they do relaxing at home. Inside, a bright, inviting interior is enhanced by modern coastal finishes and abundant natural light streaming through the skylights. The updated kitchen features warm butcher block countertops, ample cabinetry, and a convenient butler's pantry that provides additional storage and prep space for effortless entertaining. Just beyond the main living area, the inviting Florida Room offers a comfortable place to enjoy your morning coffee, unwind with a good book, or gather with friends. A dedicated laundry room located just off the Florida Room adds everyday convenience. Outside, the boating lifestyle takes center stage. Anglers and boating enthusiasts will appreciate deep-draft access from the 40-foot-wide canal, a concrete seawall and dock, and quick, easy access to the Atlantic. A dedicated tackle room, attached workshop, and abundant storage provide plenty of space for fishing gear, tools, and water toys, while the spacious waterfront deck is perfect for grilling, entertaining, or simply relaxing after a day on the water. Located in the laid-back waterfront community of Geiger Key offering a full service marina and neighborhood waterfront restaurant with live music, you'll enjoy idyllic island living while remaining just minutes from Key West's world-class dining, shopping, and entertainment. Whether you're searching for a full-time residence, weekend getaway, or the ultimate fishing retreat, this property delivers the very best of the Lower Keys lifestyle.

87 Sirius Ln, Geiger
$7,995,000
5 Beds ⋅ 8 Baths ⋅ 620417 MLS
Nestled within the exclusive, gated enclave of Coral Coast, home to just 15 private waterfront estates, this exceptional Bayfront residence offers sweeping views of Florida Bay, a rare sandy-bottom beach shoreline, and a 200-foot-long pier with deep water (approx. 5') dockage. Spanning more than 6,000 square feet across three levels with elevator access, this custom-built home features 5 bedrooms, 6 full baths, and 2 half baths. Brazilian walnut hardwood floors, soaring ceilings, and expansive living spaces create an atmosphere of refined coastal luxury. The gourmet kitchen is designed for entertaining with Monogram appliances, a gas range, oversized island, custom cabinetry, and Bay views. The private Owner's Suite occupies its own wing, showcasing panoramic water views, a spa-inspired bath, and private balcony. The home also features two oversized garages (1 pass through), providing ample space for vehicles, water toys, and a home gym. Outdoor living is equally impressive with a heated and chilled pool, waterfall spa, lush tropical landscaping, natural hardwood hammock, sandy beach shoreline, and two boat lifts rated for 30,000 and 6,000 pounds. Offering privacy, security, world-class boating, and unforgettable sunset views, this remarkable Estate represents the very best of luxury waterfront living in the Florida Keys.

104 Coastal Dr, Key Largo
$16,900,000
5 Beds ⋅ 4 Baths ⋅ 620413 MLS
Discover one of the Florida Keys' most extraordinary private island retreats. Encompassing 9.69 acres of pristine tropical landscape, Howell Key offers an unparalleled opportunity to own an off-grid luxury island with two building rights, allowing for one additional residence, surrounded by breathtaking open water views from sunrise to sunset. Designed for those who value privacy, adventure, and refined coastal living, the island features groomed trails, resort-style pool, sandy beach, pickleball court, chicken coop, pasture, and expansive barn. At the heart of the island sits a beautifully crafted 5-bedroom, 4-bath residence encompassing 3,352 sq. ft. Cathedral ceilings, elegant coastal interiors, and expansive gathering spaces create a warm yet sophisticated atmosphere, while walls of impact-rated glass invite natural light and panoramic water views. The layout comfortably accommodates family and guests with an attached primary suite featuring a generous walk-in closet. A separate guest wing, accessed via a breezeway, includes its own living room, breakfast bar, and two private bedrooms. Wander the groomed trails, relax by the saltwater pool, launch kayaks from the sandy beach, enjoy pickleball, or watch the sunset from your dock. Built for resilience and efficiency, the home features SIP construction, Hardie Board siding, a standing seam metal roof, impact windows and doors, whole-house reverse osmosis water filtration, and an off-grid solar power system. Elevated approximately 10 feet above base flood elevation, the property offers sustainability and peace of mind. The purchase includes a barge, golf cart, tractor, and a private mainland lot for car storage. Howell Key offers a private island lifestyle few will ever have the opportunity to experience.

Howell Ky, Summerland
$3,875,000
4 Beds ⋅ 3 Baths ⋅ 620412 MLS
Coastal elegance meets the ultimate boating lifestyle in this beautifully updated Venetian Shores home. Designed for effortless Keys living, the open floor plan is filled with natural light, highlighted by a dramatic floor-to-ceiling wall of windows in the living area that brings the outdoors in. An inviting entrance foyer welcomes you inside, with interior stairs to the main living level. The spacious kitchen is the heart of the home, featuring stainless steel appliances, a large island for gathering, and a separate laundry room and pantry for added convenience. The main living level offers two guest bedrooms and two full baths, including one bedroom with a private en-suite bath. Direct access from the second-floor living area to the pool deck creates a seamless connection between indoor and outdoor living. The open floor plan offers plenty of room for dining, watching TV, conversation and even some ping pong. Upstairs, the expansive primary suite provides a peaceful retreat with a walk-in closet and luxurious en-suite bath. A fourth bedroom on the third floor offers flexibility for guests, family, or a home office. Separate air-conditioning systems for each floor ensure year-round comfort. Outside, 70 feet of dockage and a 27,000-pound boat lift make this property a dream for boating enthusiasts, with quick access to both the Atlantic Ocean and Florida Bay. The resort-style backyard is ready for endless summer fun, featuring a sparkling pool, expansive sun deck, shady lounging area, and abundant storage for all your fishing, diving, and water sports gear. Whether you're entertaining friends, heading out for a day on the water, or simply relaxing poolside, this exceptional Venetian Shores home offers the perfect blend of coastal sophistication and waterfront adventure.

109 Giardino Dr, Islamorada
$2,999,000
3 Beds ⋅ 4 Baths ⋅ 620411 MLS
Updated canal front pool home located in a desirable neighborhood with quick and easy access to the bay or ocean via Tavernier Creek, a boaters dream. It features a 3 bedrooms, 3.5 bath, a ground level entry with beautifully designed foyer, a large entertainment room with bar, a laundry room and a half bath. The second level has a spacious bedroom with an en-suite bath and an additional room for bedroom or office space with easy access to the pool/outdoor entertainment area. The main living area has an open-concept design with balcony, dining area and updated kitchen along with a guest bedroom and guest full bath. The spacious private master suite is located on the upper level with an en-suite bath, balcony and easy access to roof-top entertaining, which includes beautiful bay views, sunrises and sunsets. Additional interior features include new recessed lighting throughout the house along with interior stair lighting, updated bathrooms and new tile throughout the house, including outdoor balconies. Outdoor features include a beautifully designed entertainment area that includes a new pool with heater/cooler, outdoor shower, a fire pit and brand new outdoor kitchen with tiki, which makes it a great area to relax with friends and family after a long day of fishing. A new 70 ft dock with new pilings, Trex Decking and a newly installed 20,000# lift for your boat. Solid concrete construction with a new metal roof, newly waterproof coated/sealed flat roof top, impact windows and doors, new driveway pavers, new privacy fence, low voltage lighting and low maintenance landscaping. An attached air-controlled garage with new hurricane rated garage door and side doors, has plenty of storage for all your toys. This home checks all the boxes whether it's a primary residence, a weekend getaway or luxury vacation rental, it's move in ready. Great location near shopping, schools & restaurants.

111 Spoonbill Rd, Tavernier
$539,000
3 Beds ⋅ 2 Baths ⋅ 620410 MLS
Welcome to your piece of paradise in beautiful Big Pine Key! This elevated, stilted home features 3 bedrooms and 2 bathrooms and is centrally located, making a perfect opportunity to stop renting and start owning. Step inside to an open-concept living space and kitchen that overlook the inviting screened-in front porch, creating a bright and open space for everyday living and entertaining. The hallway leads to all three bedrooms, including two comfortable guest rooms and a spacious primary suite with its own bathroom. A second full bathroom is conveniently located near the guest bedrooms. The washer and dryer are located just outside on the front porch for added convenience. This property offers plenty of parking for boats/trailers along with generous storage space on the ground level. The neighboring lots are county-owned, providing extra privacy and preserving the open, spacious feel with no future development immediately next door. Enjoy a short walk to the waterfront or to nearby Big Pine Key Park. Location, Location, Location. Come to Avenue H to see what we are all taking about. Call today!

31179 Ave H, Big Pine
$4,450,000
4 Beds ⋅ 5 Baths ⋅ 620400 MLS
Experience the rare opportunity to own a brand-new waterfront residence in the heart of Key Colony Beach while still having the ability to personalize the finishes to reflect your own style. Currently under construction, this exceptional coastal home offers 4,596 square feet of thoughtfully designed living space with 4 spacious bedrooms, 4 full bathrooms, and 1 half bath. Designed for effortless indoor-outdoor living, the plans include a resort-style pool, expansive outdoor entertaining area with a fully equipped outdoor kitchen and bar, a two-car garage, plenty of storage, walk in laundry, and oversized bedrooms! Situated on an oversized 8,555-square-foot corner lot, the property also features 36 feet of concrete dockage, providing convenient access to the open waters of the Florida Keys for world class boating, fishing, and diving. This versatile location offers 7 day rental capabilities for those looking to purchase an income producing property, Vacation home or primary residence in an amenity rich community!

1000 W Ocean Dr, Key Colony
$11,750,000
7 Beds ⋅ 9 Baths ⋅ 620408 MLS
Beyond the gates lies an oceanfront estate whose finest qualities extend far beyond what you have seen! From its protected private marina offering 6 boat slips and fully integrated smart-home technology to its rooftop observation deck, private sandy shoreline, and resort-caliber outdoor living, every element has been designed to deliver an exceptional waterfront lifestyle. Welcome to 16 Seaside Avenue. From the moment the private gates open, a fully integrated smart home system seamlessly controls the estate--from the front entrance and security system to interior lighting, climate, surround sound, and even the dock lighting--creating a level of convenience rarely found in waterfront homes. A commercial elevator services all three levels, while a whole-house generator provides peace of mind year-round. With everyday living in mind, the home features 2 dedicated laundry rooms for the upmost functionality. Every bedroom serves as a private retreat, complete with its own spa-inspired ensuite bathroom, spacious walk-in closet, and custom built-in closet system. Expansive open living areas are filled with natural light and thoughtfully designed to maximize breathtaking Atlantic Ocean views. Outdoor living rivals that of a private resort. The spectacular oceanfront pool, spa and waterfall, covered gazebo, outdoor kitchen, and integrated indoor and outdoor surround sound create the perfect setting for entertaining. A private sandy beach and pier provide an idyllic place to enjoy spectacular sunrises over the Atlantic, while the rooftop observation deck captures sweeping panoramic ocean views of both the ocean and bay. Best of all this property offers the ability for short term 7-Day rentals! This is a rare opportunity to own an estate designed to deliver the very best of the Florida Keys! SELLER FINANCING AVAILABLE!

16 Seaside Ave, Key Largo
$799,000
2 Beds ⋅ 2 Baths ⋅ 620402 MLS
Welcome to this charming 2-bedroom, 2-bath Conch house offering 1,216 sq. ft. of comfortable living space in one of Key West's most convenient locations. The home is filled with warmth and character, highlighted by vaulted wood ceilings with exposed beams that create an inviting coastal atmosphere. Natural light pours through the impact windows and full wall of sliding glass doors, while the thoughtful floor plan provides comfortable areas for both everyday living and entertaining. The well-appointed kitchen offers ample cabinetry, generous counter space and bar seating that creates a natural gathering place for family and guests. A dedicated laundry area adds every day convenience, while the home's open and functional layout enhances its comfortable coastal appeal. An inviting Florida Room extends the living area and serves as the perfect connection to the private backyard retreat. Step outside to discover your own massive fenced-in backyard designed for relaxation, featuring lush landscaping, a hot tub and plenty of entertaining space. Centrally located in New Town, you'll enjoy easy access to beaches, shopping, restaurants, schools, and all the attractions that make island living so desirable. Whether you're looking for a full-time residence, seasonal escape, or island investment, this Key West home offers comfort, character and an exceptional location.

3715 Flagler Ave, Key West
$895,000
3 Beds ⋅ 1 Baths ⋅ 620399 MLS
Discover the timeless charm of Key West living at 1222 Florida Street, ideally positioned in the highly sought-after White Street Gallery District. Just a short stroll from Higgs Beach, the White Street Pier, neighborhood parks, tennis and pickleball courts, and less than a mile from the restaurants, boutiques, galleries, and nightlife of iconic Duval Street, this location offers the perfect balance of tranquility and convenience. Offering approximately 1,580 square feet of living space, the residence features an inviting floor plan filled with natural light and comfortable gathering spaces designed for everyday living and effortless entertaining. Spacious bedrooms and flexible living areas provide versatility for a primary residence, seasonal escape, or investment property. With 2 bedrooms and 1 bathroom on the first floor and a huge loft room upstairs. Outdoor living is an essential part of the island lifestyle, and this property offers the opportunity to create your own private tropical oasis with room to add a pool or simply bring your furniture and enjoy the privacy with a fully fenced yard and off street parking. The surrounding neighborhood is celebrated for its tree-lined streets, historic charm, vibrant arts community, and exceptional walkability. Spend your mornings biking to the beach, afternoons exploring local galleries and evenings enjoying world-class dining! Located in a 28-day rental zoning.

1222 Florida St, Key West
$12,500,000
5 Beds ⋅ 6 Baths ⋅ 620398 MLS
Where the essence of the Florida Keys meets refined coastal luxury. Widely regarded as one of Key Haven's finest waterfront residences, 94 Driftwood Drive is a rare Gulf-front home in a premier neighborhood just minutes from the energy and culture of Key West offering a lifestyle defined by serenity, sophistication, and seamless access to world-class cuisine and adventure. Framed by spectacular water views from every room, the architecture embraces its setting with an effortless elegance. A mesmerizing infinity-edge pool and spa appear to merge with the open sea, creating a private resort experience at the water's edge. Inside, the chef's kitchen commands attention with state-of-the-art appliances and a dramatic solid-walnut entertainment island--an exquisite centerpiece for gatherings both intimate and grand. 5 bedrooms and 5.5 baths, including primary suites on both levels, this home is thoughtfully designed for comfort, privacy, and elevated living. Hardwood floors, impact-glass windows, and an oversized 2-car garage with direct dock access and room for a boat trailer reflect attention to detail. Flexible spaces accommodate a gym, studio, or entertainment room, while a meticulously organized storage area supports both home and pool systems with precision. For the boating and water-sport enthusiast, a dedicated equipment room provides direct access to the oceanfront dock and boat lift, placing the Key's endless waterways at your doorstep. A custom iron staircase rising from the first to the third floor serves as a sculptural showpiece with its ocean-inspired artistry echoing the coastal surroundings. This is more than a home-it is a statement of lifestyle, where tranquility and sophistication meet the unmistakable allure of the Florida Keys.

94 Driftwood Dr, Key Haven
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 620396 MLS
Welcome to stunning Florida Bay views and breathtaking sunsets in the heart of Plantation Key! This beautifully remodeled and fully furnished modular home offers the perfect blend of comfort, style, and waterfront living. Featuring two spacious bedrooms, two bathrooms and an open-concept living area and kitchen, the home is thoughtfully designed with a light and airy coastal flair throughout. You will appreciate the huge amount of storage downstairs. Step outside to your inviting waterfront patio, where you can relax and take in beautiful open water views. Boaters will appreciate the 45' of concrete dockage and new 16K lb. boat lift, providing effortless access to Florida Bay and nearby Atlantic Ocean access through Snake Creek. Spend your days exploring the Keys by boat, enjoying waterfront dining, world-class fishing and diving. Founder's Park nearby for boat ramp, beach, pool and ball fields. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this turnkey waterfront property represents the laid-back Florida Keys lifestyle. Come experience the beauty, boating, and unforgettable sunsets that make Plantation Key one of the most desirable locations in the Florida Keys.

182 Airstream Ln, Tavernier
$1,635,000
2 Beds ⋅ 2 Baths ⋅ 620395 MLS
Located in Marathon's desirable Sombrero area, this waterfront home combines immediate boating access, thoughtfully designed outdoor living, and close proximity to Sombrero Beach. The property offers 76 feet of waterfront, a 40-foot dock, and immediate access to open water--an ideal setup for fishing, diving, or simply enjoying life on the water. When you're not on the boat, Sombrero Beach is just moments away. Recent improvements totaling more than $300,000 have transformed the outdoor spaces into an extension of the home. A custom pool and spa with sun shelf, travertine decking, outdoor grilling and bar area, updated landscaping, extensive landscape lighting, multiple covered and screened patios, and a metal roof installed in 2021 are among the property's notable upgrades. A climate-controlled 500-square-foot lower-level bonus area provides additional flexible space for storage, recreation, hobbies, or a home gym. The property has also proven itself as a highly successful vacation rental, with 2026 year-to-date income and existing future bookings already exceeding $100,000 net to the owner. The assumable flood insurance policy, currently just $1,289 per year, further enhances the property's appeal. Looking ahead, existing architectural plans provide the opportunity to add three additional bedrooms, creating a five-bedroom home and further maximizing this sought-after Sombrero Beach location. Enjoy the home as it is today, with its proven rental performance, while retaining the option to expand in the future. Immediate boating access, proximity to Sombrero Beach, thoughtfully designed outdoor living, proven rental performance, and future expansion potential come together in a property that offers the best of Keys living.

540 Sombrero Beach Rd, Marathon
$29,000,000
4 Beds ⋅ 6 Baths ⋅ 620394 MLS
Villa Lago is an Italian-inspired waterfront estate positioned along 220 feet of pristine Florida Bay frontage in Islamorada. Offering 8,194 SF of living space on 1 acre of bayfront property, a dramatic arrival unfolds beneath soaring 30ft ceilings, leading into a grand living space framed by turquoise bay views. An arcaded hallway with a hand-tiled barrel-vaulted ceiling connects interiors featuring Italian finishes, exquisite marble details, five fireplaces, hand-painted ceiling frescoes, and a one-of-a-kind imported tile roof. Florentine quatrefoil windows, Juliette balconies, wrought-iron railings, copper rain gutters, and hand-carved marble corbels enhance the home's architectural character. The floor plan includes four bedrooms, with three guest suites on the main level and a private third-floor primary retreat featuring two fireplaces, an office, tea room, sitting room, custom walk-in closet, private laundry room, spa-inspired bath, and balconies overlooking the living spaces below. The chef's kitchen is appointed with Viking, Miele, U-Line, and Sub-Zero appliances, a walk-in pantry, and dedicated prep kitchen. A pass-through window connects to the outdoor kitchen with a Viking grill, refrigeration, ice maker, bar seating, and covered dining overlooking the pool, beach, and bay. Additional spaces include a formal dining room with a hand-painted ceiling fresco, wellness room, sauna, private theater with wet bar, and a billiards lounge with mahogany coffered ceilings and coconut wood flooring. Outside, an infinity-edge pool, sunken gazebo with swim-up seating, putting green, fountains, and tropical landscaping. Deep-water dockage, white-sand beach, and crystal-clear waters provide immediate access to world-renowned fishing, diving, snorkeling, and boating. Additional features include an air-conditioned boat room, skiff ramp, 4,000+ SF collector's garage, elevator servicing all 3 levels, Control4 smart home integration, Sonos, and secure walled & gated grounds.

75090 Overseas Hwy, Islamorada
$599,000
2 Beds ⋅ 2 Baths ⋅ 620393 MLS
Welcome to coastal living in the heart of Islamorada! This beautifully appointed townhouse in the desirable Executive Bay Club offers comfort and resort-style amenities. The main level features an open-concept floor plan with a spacious living area and kitchen, plus full bath, creating an inviting space for entertaining and everyday living. Upstairs, you'll find an expansive primary suite, a generously sized guest bedroom and full bathroom, and a thoughtfully finished loft accessed from the hallway that serves as an ideal bonus sleeping area or home office. Step outside and enjoy the exceptional amenities that make Executive Bay Club one of Islamorada's most sought-after waterfront communities. Residents have access to the newly expanded first-come, first-serve dockage, a bayfront beach area, unforgettable sunsets, and a new heated swimming pool complete with an updated pool deck, clubhouse and bath facilities, pickleball and tennis courts, kayak storage and 24/7 staffed gated entry. Whether you're searching for a full-time residence, vacation retreat, or investment opportunity, this welcoming townhouse offers the ideal blend of island charm to enjoy the Florida Keys lifestyle.

87200 Overseas Hwy Unit D3, Islamorada
$2,750,000
4 Beds ⋅ 6 Baths ⋅ 620392 MLS
Resort-style living just got better! Turnkey waterfront living in prestigious Port Largo. This rare turnkey property offers a legally permitted duplex with ocean views, exceptional flexibility, and strong income potential in one of Key Largo's most desirable waterfront communities. The residence features two side-by-side townhomes, each with 2 bedrooms and 2.5 bathrooms, for a total of 4 bedrooms, 4 full baths, and 2 half baths. Every bedroom includes a private en-suite bath, providing comfort and privacy for owners and guests. Situated on 75 feet of waterfront, the property boasts a brand-new heated saltwater pool, concrete dock, and 20,000-pound Neptune boat lift. The wide, 80-foot deep-water canal offers quick ocean access, placing you on the first channel to the Atlantic with ocean views and easy access to world-class fishing, diving, and boating. Built entirely of concrete and fully renovated, this home combines durability with modern coastal style. Tastefully updated kitchen, flooring, baths, and more, this home was thoughtfully designed. Located on sought-after Marina Avenue, just steps from the private Port Largo homeowners' park, you'll enjoy beautiful sunrise views from the balconies and the privacy of a nature preserve directly across the street. The ground level includes a spacious storage room, covered parking, and a spacious tiki hut perfect for outdoor living and entertaining. Additional features include all impact windows and doors, an electric gated entrance on both sides, separate electric and water meters for each unit, and furnishings and décor included. Ideal as an investment property, family compound, or waterfront retreat, this unique Port Largo opportunity delivers the best of the Florida Keys lifestyle. Call today. Owner/Agent.

139 Marina Ave, Key Largo
$749,900
3 Beds ⋅ 2 Baths ⋅ 620391 MLS
3 bed 2 bath stilt home built in 2018 in sought after Sugarloaf Key. Open concept floor plan, large kitchen with an abundance of large white cabinets, kitchen island overlooking living area, stainless steel appliances, light and stylish colors throughout. Wood-look tile plank flooring, crown molding, 9-ft ceilings, recessed lighting and ceiling fans in all bedrooms and living room. Full size laundry room and on-demand hot water heater. Large master bedroom with en-suite bathroom, dual sink vanity and large walk-in closet. 2 guest bedrooms and full guest bathroom. Large covered porch off the main living/kitchen area, fenced on 3 sides. Newer downstairs storage room, room for boat/trailer; boat ramp is one street over and you are less than a mile from Sugarloaf Elementary and Middle school. Quick access to Key West and bases.

19543 Navajo St, Sugarloaf
$1,398,000
3 Beds ⋅ 2 Baths ⋅ 620387 MLS
Extensively renovated CBS pool home in desirable Duck Key featuring luxury finishes, smart-home technology, and contemporary coastal design. This beautifully updated Florida Keys retreat offers an exceptional blend of modern style and island living, highlighted by a dramatic multi-story screened porch that captures natural light, tropical breezes, and seamless indoor-outdoor living. The designer kitchen serves as the heart of the home, showcasing an oversized quartz waterfall island, premium smart appliances, custom cabinetry, and a spacious walk-in pantry. Throughout the home you'll find soaring tongue-and-groove ceilings, oversized interior doors, designer lighting, and high-end finishes throughout. The luxurious bathrooms have been thoughtfully redesigned with custom tile work, floating vanities, LED mirrors, premium fixtures, and spa-inspired showers that create a true resort-style experience. Thoughtful upgrades and attention to detail are evident throughout every room. Outside, enjoy a beautiful new pool surrounded by an expansive paver deck, creating the perfect setting for entertaining or relaxing in the Florida Keys sunshine. The impressive screened outdoor living area offers a unique architectural feature, providing an inviting space to enjoy island breezes year-round. Elevated construction provides abundant enclosed storage, flexible bonus space, and room for hobbies, fitness equipment, or additional storage needs. Professionally prepared engineering plans for a future expansion are also available, offering additional flexibility and value for future owners. Located in the sought-after community of Duck Key, just minutes from world-class boating, fishing, waterfront dining, and resort amenities. A rare opportunity to own a fully renovated luxury home in one of the Florida Keys' most desirable island communities.

209 Corsair Rd, Duck Key
$2,299,000
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
$864,000
2 Beds ⋅ 2 Baths ⋅ 620382 MLS
Welcome to the gem of the Florida Keys--beautiful Key Colony Beach! This impeccably maintained half duplex offers the perfect blend of island charm, comfort, and investment potential. Boaters will appreciate the approximate 30 feet of dockage with a 10,000 pound Boat Lift and quick, easy access to the open ocean for world-class fishing, diving, and boating adventures. Built for peace of mind, the home features impact-resistant windows and doors along with a durable metal roof. Inside, you'll find a bright and inviting open-concept floor plan designed for easy living and entertaining. The updated kitchen offers granite countertops, stainless steel appliances, and a convenient dining area. Spacious bedrooms feature double closets and generous storage, while the primary suite includes an ensuite bath with granite countertops and a large soaking tub/shower combination. Currently operating as a weekly vacation rental, this property is licensed for 7-night rentals. Whether you're searching for a personal Keys retreat, an income-producing investment, or both, this property checks all the boxes. Enjoy everything Key Colony Beach has to offer, from nearby waterfront dining and golf to beautiful beaches, parks, and endless water activities. Your Florida Keys escape--and investment opportunity--awaits!

271 3rd St, Key Colony
$459,000
1 Beds ⋅ 1 Baths ⋅ 620376 MLS
Least expensive Condo at OP, this 1/1 has Impact windows and sliders with a nice Ocean view. Enjoy the direct Ocean Access Marina, Jr. Olympic pool and 14 person spa, Private Oceanfront Cafe & Lounge, Nice beach area with Tiki's , Lighted Pickle ball & Tennis courts. Boats have to be under 28ft and insured. Owners may rent their place or live here full time and Homestead their OP condo. OP is a gated community with 24/7 security and a fire sprinkler system in every room of every condo. This owner never rented their place so there are no rental numbers.

500 Burton Dr Unit 2304, Tavernier
$435,000
1 Beds ⋅ 1 Baths ⋅ 620374 MLS
Wake up to waterfront balcony views, spend your days on the water, and generate rental income--all from this beautifully renovated and fully furnished retreat at Coco Plum Terraces. This bright and airy condo features a designer kitchen with white shaker cabinetry, quartz countertops, stainless steel appliances, and a coastal-inspired glass tile backsplash. Recent upgrades include impact windows and impact sliding glass doors, a smart thermostat, Blink video doorbell, new window screens, a new A/C condenser (June 2026), and an outside connection for generator. Coco Plum Terraces offers an exceptional waterfront lifestyle with a heated waterfront pool, tiki hut, trailer parking, and optional boat slips accommodating vessels up to 30 feet. Boaters will appreciate deep-water dockage and direct ocean access with no bridges. Weekly rentals are permitted, making this an opportunity for both personal enjoyment and investment income. Just minutes from Coco Plum Beach, dining, shopping, and world-class fishing, Unit 111 delivers the perfect blend of comfort, convenience, and Florida Keys charm.

105 Ave D, Unit 111, Marathon
$599,000
3 Beds ⋅ 3 Baths ⋅ 620363 MLS
10K Price Reduction ~ This move in ready townhome is located within the Islander Village HOA, a Local's Only Workforce Community. Low insurances (approx. $4,200 Total a year) and low HOA dues ($165 a month) make this a fantastic opportunity for local buyers. FHA and VA financing accepted, and Buyer assistance programs available for qualified buyers. The home is elevated and above a garage for 2 cars. On the first floor are the kitchen, dining and living room as well as a 1/2 bath, 9' ceilings and covered front and back porches. Upstairs their is a large primary bedroom with 3 closets, two additional bedrooms and 2 full bathrooms. The home has very low insurances due to a metal roof and impact windows and doors. This locals community has a pool, dog park and an additional small park. If you live and work in Monroe County and want to join the Islander Village family please call for more information.

5030 5th Ave Unit 62, Stock Island
$780,000
620362 MLS
Build your dream home on this prime cleared oceanfront lot with open, no bridges access in the exclusive residential community of Key Largo Ocean Resort (KLOR), at MM 94.8. Spanning 22 acres, this 24 hr. guard-gated community reflects the uniqueness of coastal design homes and ocean living, framed by swaying palms and sea breezes. KLOR boasts an array of resort amenities including a full-service marina, boat ramp, clubhouse, swimming pool, fitness center, tennis, basketball and pickleball courts, children's playground, an iconic fishing pier, community events and so much more! Boat slips are not deeded. Property is ROGO exempt; easy to build. Seize the opportunity to build your own retreat in a highly desirable Upper Keys community. Friendly rental restrictions, minimum of 30 days.

94825 Overseas Highway Unit 123, Key Largo