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$2,780,000
3 Beds ⋅ 3 Baths ⋅ 619005 MLS
Welcome to Tranquility, an exceptional three-bedroom oceanfront residence at Playa Largo Ocean Residences, an intimate and private luxury waterfront enclave in the heart of Key Largo, Florida. Thoughtfully designed as a secluded coastal retreat, this gated community offers a rare sense of privacy and exclusivity while remaining moments from the island's finest dining, boating, and resort amenities. Positioned within a low-density, purpose-built oceanfront development, the residence was constructed to the highest coastal engineering standards, ensuring durability, performance, and long-term value. Offered fully furnished with a designer-curated interior package, the home delivers a seamless turnkey experience with refined finishes, clean architectural lines, and thoughtfully designed living spaces. Expansive terraces extend the living environment outdoors, offering a tranquil setting for both relaxation and entertaining. The open-concept kitchen, dining, and living areas are filled with natural light and oriented toward the water, while each private bedroom suite provides a serene retreat for owners and guests alike. Every detail has been considered to balance comfort, elegance, and effortless livability. Owners enjoy access to a private clubhouse, resort-style swimming pool, and beautifully landscaped grounds. When you participate in the Playa rental management program, you can enjoy the renowned Playa Largo Resort & Spa world-class waterfront dining, spa services, beach amenities, and ramp access, elevating both daily living and rental appeal. A defining attribute of this offering is its rare flexibility of ownership and income potential, providing uncommon control over both personal use and revenue strategy. This residence presents an exceptional opportunity as a private vacation retreat, a luxury short-term rental, or a long-term investment in one of the Florida Keys' most established and highly sought-after communities.

19 W Playa Largo Blvd, Key Largo

$530,000
2 Beds ⋅ 2 Baths ⋅ 618939 MLS
Beautifully remodeled 2 bedroom, 2 bathroom home in the heart of Key Largo where no detail has been overlooked. This move-in ready property offers stylish finishes throughout, featuring stainless steel appliances, a wine cooler. The thoughtfully designed layout allows both bedrooms to enjoy direct access to the backyard, creating a seamless indoor-outdoor living experience. Step outside to your private backyard oasis featuring a sparkling pool, wrapped in exotic hardwood nestled into a mangrove backdrop, a charming chickee hut perfect for relaxing or entertaining, and a low-maintenance turf lawn accented with pearock for a clean look. A covered back porch provides the perfect place to unwind and enjoy the tropical surroundings. The neighborhood boat-ramp provides ease of use to the water, with direct access to the Florida Bay, and just a 5 min ride to Adams cut for your Ocean Access. Conveniently located near John Pennekamp, schools, shopping, and dining, with Miami just about an hour away. This home is offered fully furnished, including bikes, kayaks, paddle boards and outdoor furnishings. This property has the perfect blend of modern updates, outdoor living, and the laid-back Florida Keys lifestyle, so If you're looking for a vacation home, investment property or your very own getaway, this coastal villa is for you. Call for your private showing today.

553 Oldsmar Ln, Key Largo

$3,945,000
616391 MLS
MAIN KEY is a 145.5-acre private island with over a mile of pristine white sandy beaches on its east shoreline in Barnes Sound, Monroe County, FL. Its western and southern shoreline of over 4 miles of Mangroves reaching 30 to 50 feet tall provides a rookery that teams with gamefish, shellfish, sea mammals, and tropical birds. All owned by a TIIF Deed. With 12 upland acres, a substantial structure could be built with no ROGO requirements. In the 1930's and 40's, there were 3 large structures on the SE Government Lot area. A new dock permit with lift, platform, and mooring slip exists for the SE beach off the old homesite. An additional second permit is being applied for the south side of Main Key that will be 135 ft with a 40 ft platform and seven heavy pilings to moor a large vessel of up to 100 ft in length. A tide station was established by the USGS, later NOAA in the 1930's. 'The Tides at Main Key' was well known in Marine Weather forecasts on South Florida TV and NOAA Weather Radio for the Upper Keys and Florida Bay. Please contact the listing agents for more detailed information and documentation.

Main Ky, Key Largo

$419,000
2 Beds ⋅ 2 Baths ⋅ 616979 MLS
Welcome home to your island retreat - a beautifully appointed 2-bedroom, 2-bath condo at Landings of Largo. Curated with modern coastal décor and ideal as a second home or a weekend escape from the city. This light-filled residence features a split floor plan offering privacy and comfort, with stylish touches throughout. The open kitchen boasts butcher block countertops, a tile backsplash, and a fresh, breezy aesthetic that reflects the laid-back elegance of coastal living. Just steps from the pool, this unit offers unmatched convenience within a resort-style community that feels like a permanent vacation. Enjoy access to two heated pools, tennis, pickleball, basketball, bocce courts, a fitness room, clubhouse, and outdoor grilling areas—all set within lush, tropical landscaping. Unit comes with two reserved parking spaces and guest parking is also available. Boaters and anglers will appreciate the private marina, recently renovated and complete with a boat ramp, fishing pier, and fish cleaning station. Launch boats or jet skis from the wide boat ramp with convenient 72-hour trailer parking. Cap off each day with breathtaking sunset views over the bay from the community's exclusive sunset dock. Ideally situated just a short one-hour drive from Miami and major airports, this Key Largo gem places you at the heart of it all. Enjoy effortless access to the area's top dining, shopping, world-famous fishing and scuba diving. Don't miss this opportunity to own your own slice of paradise in the Upper Keys.

98422 Windward Ave, Key Largo

$9,500,000
7 Beds ⋅ 4 Baths ⋅ 579482 MLS
Beautiful adjoining oceanfront gated estates available individually or together. Each parcel has a single family residence with vacation rental income potential and are zoned Suburban Commercial for development opportunities..*UPDATE: There are 50 TDRs (TREs) available, preliminarily reviewed by Monroe County and transferable to these parcels for higher development potential! This unique wooded acreage has a deep basin and channel for ocean access, with dolphin piling boat slips and boat ramp. Single Family Residences with ROGO exemptions for remodel/rebuild possibilities. Highest approval rate via Monroe County is for MIXED-USE COMMERCIAL development. (The 6.1 acre parcel may be sold together with contiguous 3.2 acre parcel@95325 Overseas Hwy, AK#1592986,RE#00483360 000000 13 62 38 PT TR 5&6 SOUTHCLIFF ESTS PB2-45 & PT GOV LOT 1 & ADJ BAY for grand total of 9.36 acres, includes 1137 sf 1970 2/1 cbs home, metal roof.) *Includes data for both parcels and for taxes. This is a duplicate listing. Broker part owner/family owned.

95351 Overseas Hwy, Key Largo

$335,000
616043 MLS
RV Paradise in Key Largo. Welcome to your slice of the Florida Keys—where laid-back luxury meets outdoor adventure. Nestled in a welcoming, family-oriented community, this private lot is RV-ready and features a shaded patio with awning for breezy island living. Just minutes from restaurants, shops, bait stores, and beaches—and a quick 45-minute drive to the mainland's airports, ports and malls. Enjoy amenities like a boat ramp, clubhouse, pool, tennis, and basketball courts. Lot has all utilities available possible future rights to build your dream home in paradise. This property offers a one-day minimum rental. Daily, weekly, monthly or yearly rental allowed in the park. Your keys escape is calling—come make it yours.

325 Calusa St Unit 333, Key Largo

$475,000
2 Beds ⋅ 2 Baths ⋅ 618742 MLS
Welcome to 902 S. Ruby Drive in the highly sought-after Silver Shores, a vibrant 55+ oceanfront community in the heart of Key Largo. This beautifully maintained 2-bedroom, 2-bathroom home offers 1,298 square feet of comfortable living space and truly feels like home with drywalled walls and ceilings, new flooring, and a brand-new HVAC system. Thoughtfully updated and well cared for, this spacious layout provides both functionality and relaxed Florida Keys charm. Enjoy morning coffee or sunset evenings from your screened porch, perfectly positioned to capture the island breeze. Silver Shores is known for offering one of the best lifestyle values in the Upper Keys with a remarkably affordable monthly HOA. Residents enjoy a heated and chilled oceanfront pool, community dockage (waiting list), boat trailer storage, tennis and pickleball courts, and one of the most active clubhouses in town. On-site management is helpful and accommodating, adding to the ease of ownership. If you've been searching for an affordable way to enjoy the Keys lifestyle without sacrificing amenities, this is your opportunity.

902 S Ruby Dr, Key Largo

$2,299,000
3 Beds ⋅ 3 Baths ⋅ 614782 MLS
OWNER FINANCING. Lowest priced waterfront in Port Largo. INVEST, redesign, or rebuild in one of the Upper Keys' most coveted boating enclaves, Port Largo. Just a few lots in from the open ocean, this CBS residence is positioned on a wide, protected waterway with 75 feet of concrete dockage, capable of accommodating large center consoles, express boats, or sport fishing vessels. Generous 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 two-story home offers a flexible foundation for transformation, including a substantial lower level with approximately 1,000 square feet of finished space suitable for future living areas, 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 Largo

184 Bahama Ave, Key Largo

$1,790,000
3 Beds ⋅ 3 Baths ⋅ 617749 MLS
Prime Key Largo mixed-use property in a high-visibility location directly on US-1! This free-standing concrete building offers a versatile commercial storefront on the ground floor with excellent signage, exposure, and customer access. Perfect for retail, specialty services, studio, office, or a creative new venture in one of the most desirable corridors in the Upper Keys. The building includes a well-appointed commercial area with office and storage, 5 on-site parking spaces plus 5 additional rented spaces, and strong road visibility to both local and tourist traffic. Solid concrete construction approximately 15 ft above sea level, with impact windows and shutters, provides exceptional durability and peace of mind. Upstairs is a fully renovated 3BD/3BA residential apartment—ideal for an owner-operator, staff housing, or rental income. Additional features include a rooftop area, patio, and private yard space. An existing long-term business currently operates on the first floor; details about the optional business purchase are available separately. A rare chance to secure a well-maintained, high-exposure property with flexible zoning and endless potential in the heart of Key Largo! THIS IS A DUPLICATE LISTING

100636 Overseas Hwy, Key Largo

$1,250,000
2 Beds ⋅ 3 Baths ⋅ 617633 MLS
Discover the ultimate in waterfront living at Buttonwood Bay in south Key Largo--a gated, resort-style community built around a deep-water coral rock harbor with direct Florida Bay access.This beautifully remodeled residence includes a 36' deeded boat slip right outside your back door, making it effortless to enjoy the best of Keys boating and fishing. Beautiful corner unit fully remodeled in 2022. New bathrooms, kitchen, plumbing, electrical, and flooring. Sliding doors added to the North side for extra brite downstairs. Instant hot water heater and washer dryer in unit. There's also a sandy beach, boat ramp, trailer storage, Ship's Store with fuel, bait, ice, and snacks--everything a boater needs, right at home. With on-site management, dedicated maintenance, and 24/7 security, you can relax knowing every detail is taken care of

96000 Overseas Hwy Unit U9, Key Largo

$791,500
2 Beds ⋅ 2 Baths ⋅ 617361 MLS
Stunning Bayfront Condo in Moon Bay with Deeded Boat Slip & Boat Lift, Weekly Rental License & Fully Furnished, ready for you to enjoy or use as an investment rental! Experience beautiful bay views from your private screened patio in this bright and inviting 2-bedroom, 1.5-bath condo located in the gated Moon Bay community. This unit features an open layout with impact windows and doors throughout, offering comfort and peace of mind. Included is a deeded boat slip equipped with a boat lift, accommodating vessels up to 30'—a rare and highly desirable feature for effortless direct bay access! Moon Bay offers true resort-style living with amenities such as a pool, sundeck, outdoor shower, clubhouse with kitchen, sauna, foosball and ping-pong, tennis, pickleball and basketball courts, private beach, fishing dock, kayak/paddleboard storage, BBQ areas, ice machines, and more. This condo is weekly rental-friendly (7-day minimum) and already has current and future bookings in place. Ideally situated within walking distance to restaurants and entertainment, and just one hour from Miami, this property is perfect for full-time living, a vacation getaway, or investment.

104350 Overseas Hwy Unit B403 & Boat slip #11, Key Largo

$475,000
2 Beds ⋅ 2 Baths ⋅ 616561 MLS
Set sail for island living with this beautifully refreshed 2-bedroom, 2-bath garden condo tucked away on the second floor, mere steps from the shimmering pool. Walk inside and feel the salty breeze blend with the laid-back coastal charm that's woven throughout this slice of Keys paradise. Kick back on your screened balcony and soak in the salty air. Anchored right on the bayside at Mile Marker 98, Landings of Largo is a hidden Keys treasure just waiting for you to drop anchor. This well-kept, gated community is a boater's dream with two sparkling pools to cool off, a cutting-edge marina calling all captains, and a sunset pier that offers postcard-worthy views--perfect for savoring those golden-hour moments. With dry boat and trailer parking plus a community ramp, launching your vessel into Key Largo's crystal-clear waters couldn't be easier. More than just a neighborhood, Landings is your gateway to the island lifestyle -- where every day feels like a getaway on the water.

98222 Windward Ave, Key Largo

$699,000
2 Beds ⋅ 2 Baths ⋅ 613395 MLS
Unique artists retreat owned by a local artist who has transformed this home into a visual masterpiece of calm and serenity. The outside has $15000 in landscaping front and back, including a herb garden, water cistern and outdoor shower, Water views from your porch - which has nose-um screening and electrical outlets and switches. Read a book and enjoy your coffee in this tropical setting. The backyard was raised with crushed coral to prevent water pooling. There's room for 2 cars, your boat and a golf cart. Enter inside to a beautifully and artistically transformed normal interior to a piece of art. A kaleidoscope of colors to tickle your senses. Updates interior wise are an updated plumbing in bathrooms and kitchen, a new air compressor on ac unit, a tank less water heater, and all air ducts professionally cleaned in the last 6 months. This updated home is just waiting for the family who's looking for a weekend retreat or wants to retire to a home that needs no updates or work to be done. Also a great buy for an investor to add to his rental portfolio. The neighborhood is a quiet one - nicely located where you can conveniently walk or ride your bike to many locations.

759 Michael Dr, Key Largo

$3,050,000
3 Beds ⋅ 3 Baths ⋅ 618322 MLS
Welcome to ''Sea-Esta''an exceptional, premiere 3-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, and landscaped grounds. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from resort infrastructure just moments away. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a rental income opportunity, or a long-term hold in one of the Florida Keys' most established resort communities. Quiet, secure, and impeccably positioned.

25 E Playa Largo Blvd, Key Largo

$605,000
2 Beds ⋅ 2 Baths ⋅ 615992 MLS
EXTREMELY MOTIVATED SELLER! Recently Updated Fully Furnished Turnkey Key Largo Oasis - Bring All Offers! Welcome to your private tropical retreat in the heart of Key Largo. This beautifully furnished, move-in-ready stilt home offers comfort, peace of mind, and exceptional value. Recent updates include a new metal roof, tankless water heater, newer washer and A/C, and updated bathroom vanities, making this home truly turnkey. The spacious primary suite and ensuite bathroom create a relaxing sanctuary, while the open-concept living area is perfect for unwinding after a day on the water. Step outside to the expansive wraparound deck--ideal for entertaining, grilling, or enjoying the refreshing ocean breeze. Set on a poured concrete pad with room to expand, the property also features a large circular driveway with ample space for boats, RVs, and guest parking. A neighborhood boat ramp is just a short walk away, offering quick access to the turquoise waters of the Florida Keys. Located just a 2-minute walk to John Pennekamp Coral Reef State Park, 25 minutes to Islamorada, and 40 minutes to Miami, this home is perfectly positioned for adventure, relaxation, or rental potential. Seller is highly motivated and open to all reasonable offers -- don't miss this opportunity! Bring your suitcase, your boat, and your sense of adventure.

760 Musa Dr, Key Largo

$3,995,000
4 Beds ⋅ 4 Baths ⋅ 615642 MLS
This resort-style oceanfront home is the perfect vacation home or primary residence, offering unparalleled views of the Atlantic Ocean along with a heated pool and hot tub, beach area with wood fire pit, propane tiki torches, pavilion, and deep water dockage with a boat lift. The spacious interior features 4 bedrooms and 4 bathrooms across three levels. The main living area on the second floor includes high wood ceilings, panoramic ocean views, an oceanfront balcony, and a bedroom with an adjacent bathroom. The third floor is dedicated to the primary suite, complete with a private balcony for a bird's-eye view. The ground level includes two additional bedrooms with en-suites and a large laundry room. Additional highlights include a garage for boating and dive gear, gated entry, paver driveway, and parking for multiple vehicles. Located at mile marker 95 in Key Largo, enjoy world-class fishing and diving right from your backyard.

802 Bonito Ln, Key Largo

$3,705,000
4 Beds ⋅ 5 Baths ⋅ 618328 MLS
Welcome to ''Coral Breeze'', an exceptional premiere four-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, landscaped grounds, and on-site kayak and paddleboard launch. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from adjacent resort infrastructure. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a stabilized income property, or a long-term hold in one of the Florida Keys most established resort communities.

46 E Playa Largo Blvd, Key Largo

$1,975,000
4 Beds ⋅ 3 Baths ⋅ 617844 MLS
Welcome to this stunning waterfront residence at 1218 Mockingbird Rd, Key Largo, FL 33037. This exquisite four-bedroom, three-bathroom house accords an impressive 3,065 square feet of living space, perfectly designed for comfortable and luxurious living. Situated on a 0.176-acre lot, this home provides ample space for both relaxation and entertainment. As you approach the property, you'll be greeted by a charming exterior with vibrant tropical landscaping, creating an inviting atmosphere. The house features a unique and appealing architecture that stands out in the neighborhood. Inside, the open floor plan enhances the spaciousness, making it appropriate for gatherings and day-to-day living. The gourmet kitchen is a chef's dream, equipped with modern stainless steel appliances, sleek countertops, and ample cabinetry for storage. The elegant design and functional layout provide a superb space for culinary creations and casual dining alike. The living areas are generously proportioned, offering plenty of natural light and panoramic views of the surrounding beauty. Each of the four bedrooms is thoughtfully designed, providing comfort and privacy. The three full bathrooms are elegantly appointed with high-end fixtures and finishes, adding a touch of luxury to your daily routine. Step outside, and you'll discover the true highlight of this property: direct access to the water. The outdoor area accords a serene environment, complete with lush greenery and mature palms, creating a private oasis for relaxation. Whether you enjoy boating, fishing, or simply soaking up the sun, this waterfront access provides endless opportunities for enjoyment. This remarkable property combines the best of indoor and outdoor living, providing a unique opportunity to own a piece of paradise in Key Largo. Whether you're looking for a permanent residence or a retreat getaway, this home accords everything you need to experience the quintessential Florida lifestyle.

1218 Mockingbird Rd, Key Largo